Rhenium(V)-oxo complexes [ReOX₂(N∩O)(EPh₃)] (X=Cl, Br, I; E=P, As) – synthesis, structure, spectroscopy, and catalytic properties

References

Abram, U.; Alberto, R. Technetium and rhenium: coordination chemistry and nuclear medical applications. J. Braz. Chem. Soc.2006, 17, 1486–1500.10.1590/S0103-50532006000800004Search in Google Scholar

Abrahams, A.; Gerber, T.I.A.; Luzipo, D.R.; Mayer, P. Complexes of cis-dihalogenorhenium(V) with iminophenol. J. Coord. Chem.2007, 60, 2207–2213.10.1080/00958970701258341Search in Google Scholar

Abrahams, A.; Booysen, I.; Gerber, T.I.A.; Mayer, P. A cis-dibromorhenium(V) iminophenolato complex. Bull. Chem. Soc. Ethiop.2008, 22, 247–252.10.4314/bcse.v22i2.61293Search in Google Scholar

Alberto, R. Application of technetium and rhenium in nuclear medicine. Cosmos2012, 8, 83–101.10.1142/S0219607712300019Search in Google Scholar

Bandoli, G.; Gatto, S.; Gerber, T.I.A.; Perils, J.; Du Preez, J.G.H. Solvent dependency of substitution reactions of oxorhenium(V) complexes. The crystal structures of trans-dichloro (n-phenysalicylideneiminato)-triphenylphosphineoxorhenium(V) and chloro(8-oxyquinoline) [(2-oxymethyline-6-hydroxymethyl)-pyridine]oxorhenium(V). J. Coord. Chem.1996, 39, 299–311.10.1080/00958979608024338Search in Google Scholar

Bandoli, G.; Dolmella, A.; Gerber, T.I.A.; Mpinda, D.; Perils, J.; du Preez, J.G.H. Complexes of oxorhenium(V) with aromatic 2-amino-alcohols. J. Coord. Chem.2002, 55, 823–833.10.1080/0095897022000001575Search in Google Scholar

Barandov, A.; Abram, U. Heterofunctionalized phosphines derived from (2-formylphenyl)diphenylphosphine and their reactions with oxorhenium(V) complexes. Polyhedron2009, 28, 1155–1159.10.1016/j.poly.2009.01.016Search in Google Scholar

Bauer, E.B.; Haase, A.A.; Reich, R.M.; Crans, D.C.; Kühn, F.E. Organometallic and coordination rhenium compounds and their potential in cancer therapy. Coord. Chem. Rev.2019, 393, 79–117.10.1016/j.ccr.2019.04.014Search in Google Scholar

Becke, A.D. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys.1993, 98, 5648–5652.10.1063/1.464913Search in Google Scholar

Bernardo, J.R.; Florindo, P.R.; Wolff, M.; Machura, B.; Fernandes, A.C. Reduction of aldehydes catalyzed by oxo-rhenium(V) complexes containing heterocyclic ligands. Tetrahedron Lett.2015, 56, 414–418.10.1016/j.tetlet.2014.11.119Search in Google Scholar

Bernardo, J.R.; Sousa, S.C.A.; Florindo, P.R.; Wolff, M.; Machura, B.; Fernandes, A.C. Efficient and chemoselective direct reductive amination of aromatic aldehydes catalyzed by oxo–rhenium complexes containing heterocyclic ligands. Tetrahedron2013, 69, 9145–9154.10.1016/j.tet.2013.08.016Search in Google Scholar

Bertolasi, V.; Sacerdoti, M.; Gilli, G. 7th European Crystallographic Meeting, Jerusalem, 1982a, pp. 205.Search in Google Scholar

Bertolasi, V.; Sacerdoti, M.; Gilli, G.; Mazzi, U. The structure of trans-dibromooxo(N-phenylsalicylideneiminato)(triphenylphosphine)rhenium(V). Acta Cryst.1982b, B38, 426–429.10.1107/S0567740882003100Search in Google Scholar

Bertolasi, V.; Ferretti, V.; Sacerdoti, M.; Marchi, A. The structures of trans-dichloro(N-methylsalicylideneaminato)oxo(triphenylphosphine)rhenium(V) and cis-dichloro(N-methylsalicylideneaminato)oxo(triphenylphosphine)rhenium(V), [Re(C8H8NO)Cl2O{P(C6H5)3}]. Acta Cryst.1984, C40, 971–974.10.1107/S0108270184006454Search in Google Scholar

Bhattacharya, A.; Naskar, J.P.; Saha, P.; Ganguly, R.; Saha, B.; Choudhury, S.T.; Chowdhury, S. A new oxorhenium(V) complex with benzothiazole derived ligand: relative stability and global chemical reactivity indices. Inorg. Chim. Acta2016, 447, 168–175.10.1016/j.ica.2016.04.002Search in Google Scholar

Booysen, I.N.; Gerber, T.I.A.; Mayer, P. Reactions of the fac-[Re(CO)3]+ and [ReO]3+ moieties with substituted benzothiazoles. Inorg. Chim. Acta2010, 363, 1292–1296.10.1016/j.ica.2009.02.037Search in Google Scholar

Booysen, I.N.; Ismail, M.; Gerber, T.A.; Akerman, M.; van Brecht, B. Oxo and oxofree rhenium(V) complexes with N,O-donor schiff bases. S. Afr. J. Chem.2012, 65, 174–177.Search in Google Scholar

Booysen, I.N.; Jadoo, B.; Akerman, M.P. Formation, characterization and computational studies of Lumazine Schiff base Rhenium(III) and –(V) complexes with carbohydrazide moieties. J. Mol. Struct.2018, 1165, 8–13.10.1016/j.molstruc.2018.03.110Search in Google Scholar

Cabrita, I.; Sousa, S.C.A.; Fernandes, A.C. Reduction of sulfoxides catalyzed by oxo-complexes. Tetrahedron Lett.2010, 51, 6132–6135.10.1016/j.tetlet.2010.09.071Search in Google Scholar

Chatt, J.; Rowe, G.A. Complex compounds of tertiary phosphines and a tertiary arsine with rhenium(V), rhenium(III), and rhenium(II). J. Chem. Soc.1962, 4019–4033.10.1039/jr9620004019Search in Google Scholar

Chatt, J.; Dilworth, J.R.; Leigh, G.J.; Gupta, V.D. Some benzoylazo-complexes of rhenium halides with tertiary phosphines, and related compounds. J. Chem. Soc. A1971, 2631–2639.10.1039/j19710002631Search in Google Scholar

Chen, X.; Femia, F.J.; Babich, J.W.; Zubieta, J. Structural characterizations of an Re(IV) complex [ReCl4(OPPh3)2] and of an imino species [ReOCl2(PPh3)(η2-OC6H4-2-CH=NH)] prepared from the reaction of [ReOCl3(PPh3)2] with salicylaldoxime. Inorg. Chim. Acta2000a, 306, 112–115.10.1016/S0020-1693(00)00145-6Search in Google Scholar

Chen, X.; Femia, F.J.; Babich, J.W.; Zubieta, J. The syntheses and structures of ‘3+2’ and ‘2+2+1’ oxorhenium mixed-ligand complexes employing 8-hydroxy-5-nitroquinoline as the bidentate N,O donor ligand. Inorg. Chim. Acta2000b, 308, 80–90.10.1016/S0020-1693(00)00218-8Search in Google Scholar

Ciani, G.F.; D’Alfonso, G.; Romiti, P.; Sironi, A.; Freni, M. Rhenium(V) oxide complexes. Crystal and molecular structures of the compounds trans-ReI2O(OR)(PPh3)2 (R=Et, Me) and of their hydrolysis derivative ReIO2(PPh3)2. Inorg. Chim. Acta1983, 72, 29–37.10.1016/S0020-1693(00)81690-4Search in Google Scholar

Dias, P.B.; Minas da Piedade, M.E.; Martinho Simões, J.A. Bonding and energetics of phosphorus (III) ligands in transition metal complexes. Coord. Chem. Rev.1994, 135/136, 737–807.10.1016/0010-8545(94)80082-0Search in Google Scholar

Donnelly, P.S. The role of coordination chemistry in the development of copper and rhenium radiopharmaceuticals. Dalton Trans.2011, 40, 999–1010.10.1039/c0dt01075hSearch in Google Scholar PubMed

Enthaler, S. A straightforward zinc-catalysed reduction of sulfoxides to sulphides. Catal. Sci. Technol.2011, 1, 104–110.10.1039/c0cy00039fSearch in Google Scholar

Fernandes, A.C.; Romão, C.C. A novel method for the reduction of sulfoxides and pyridine N-oxides with the system silane/MoO2Cl2. Tetrahedron2006, 62, 9650–9654.10.1016/j.tet.2006.07.077Search in Google Scholar

Fernandes, A.C.; Fernandes, J.A.; Romão, C.C.; Veiros, L.F.; Calhorda, M.J. Highly efficient reduction of sulfoxides with the system borane/oxo-rhenium complexes. Organometallics2010, 29, 5517–5525.10.1021/om100450aSearch in Google Scholar

Fletcher, S.R.; Skapski, A.C. Crystal and molecular structure of μ-oxo-bis[oxobis-(NN-diethyldi-thiocarbamato)rhenium(V)]; a complex with a linear O–Re–O–Re–O system. J. Chem. Soc., Dalton Trans.1972, 1073–1078.10.1039/DT9720001073Search in Google Scholar

Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Scuseria, G.E.; Robb, M.A.; Cheeseman, J.R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G.A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H.P.; Izmaylov, A.F.; Bloino, J.; Zheng, G.; Sonnenberg, J.L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery Jr. J.A.; Peralta, J.E.; Ogliaro, F.; Bearpark, M.; Heyd, J.J.; Brothers, E.; Kudin, K.N.; Staroverov, V.N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J.C.; Iyengar, S.S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, M.J.; Klene, M.; Knox, J.E.; Cross, J.B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R.E.; Yazyev, O.; Austin, A.J.; Cammi, R.; Pomelli, C.; Ochterski, J.W.; Martin, R.L.; Morokuma, K.; Zakrzewski, V.G.; Voth, G.A.; Salvador, P.; Dannenberg, J.J.; Dapprich, S.; Daniels, A.D.; Farkas, Ö.; Foresman, J.B.; Ortiz, J.V.; Cioslowski, J.; Fox, D.J. Gaussian 09, Revision B.01, Gaussian Inc., Wallingford, CT, 2009.Search in Google Scholar

Gerber, T.I.A.; Bruwer, J.; Bandoli, G.; Perilsaand, J.; du Preez, J.G.H. Substitution of nitrido by the oxo group in reactions of [ReNCl2(PPh3)2] with multidentate N,O⁻-donor chelates. Crystal structure of [ReOCl2(PPh3)(HL)][H2L=2,6-bis(hydroxymethyl)pyridine]. J. Chem. Soc. Dalton Trans.1995, 2189–2192.10.1039/DT9950002189Search in Google Scholar

Gerber, T.I.A.; Perils, J.; Du Preez, J.G.H.; Bandoli, G. Chelation of 2,6-bis(hydroxymethyl)pyridine incis-dichloro(triphenylphosphine-P)[2-(oxymethylene-O)-6-(hydroxymethyl)pyridine-N]oxorhenium(V)–water (2/1). Acta Cryst.1997, C53, 217–219.10.1107/S0108270196013030Search in Google Scholar

Gerber, T.I.A.; Tshentu, Z.R.; Garcia-Granda, S.; Mayer, P. Rhenium(V) complexes with bidentate N,O-donor imidazole derivatives. J. Coord. Chem.2003, 56, 1093–1103.10.1080/00958970310001601820Search in Google Scholar

Gerber, T.I.A.; Luzipo, D.; Mayer, P. A monooxorhenium(V) complex with an unusually long Re=O bond: the structure of [ReOI2(ame)(PPh3)] (Hame=2-(2-aminophenyl)ethanol). J. Coord. Chem.2004a, 57, 1345–1349.10.1080/00958970412331303868Search in Google Scholar

Gerber, T.I.A.; Luzipo, D.; Mayer, P. Synthesis and crystal structure of [ReO(ahp)2(PPh3)]Cl (Hahp=2-amino-3-hydroxypyridine): a novel cationic monooxorhenium(v) complex. J. Coord. Chem.2004b, 57, 1419–1423.10.1080/00958970412331303877Search in Google Scholar

Gerber, T.I.A.; Luzipo, D.; Mayer, P. Monodentate imido and bidentate aminophenolate coordination of 2-aminophenol in rhenium(V) complexes. J. Coord. Chem.2006a, 59, 1055–1062.10.1080/00958970500410432Search in Google Scholar

Gerber, T.I.A.; Luzipo, D.; Mayer, P. Oxorhenium(V) complexes containing bidentate N,O-donor ligands of the pyridyl type. J. Coord. Chem.2006b, 59, 1521–1526.10.1080/00958970500537754Search in Google Scholar

Gerber, T.I.A.; Yumata, N.C.; Betz, R. The reaction of salicylhydrazide with [ReOX3(PPh3)2]. Influence of X on product formation. Inorg. Chem. Commun.2012, 15, 69–72.10.1016/j.inoche.2011.09.041Search in Google Scholar

Gilli, G.; Sacerdotti, M.; Bertolasi, V.; Rossi, R. Structure of chlorobis(N-methylsalicylideneiminato)oxorhenium(V). Acta Cryst.1982, B38, 100–104.10.1107/S0567740882002155Search in Google Scholar

Groom, C.R.; Bruno, I.J.; Lightfoot, M.P.; Ward, S.C. The Cambridge Structural Database. Acta Cryst.2016, B72, 171–179.10.1016/B978-0-12-409547-2.02529-4Search in Google Scholar

Haase, A.A.; Bauer, E.B.; Kühn, F.E.; Crans, D.C. Speciation and toxicity of rhenium salts, organometallics and coordination complexes. Coord. Chem. Rev.2019, 394, 135–161.10.1016/j.ccr.2019.05.012Search in Google Scholar

Hauser, S.A.; Cokoja, M.; Kühn, F.E. Epoxidation of olefins with homogeneous catalysts – quo vadis? Catal. Sci. Technol.2013, 3, 552–561.10.1039/C2CY20595ESearch in Google Scholar

Hay, P.J.; Wadt, W.R. Ab initio effective core potentials for molecular calculations. Potentials for K to Au including the outermost core orbitals. J. Chem. Phys.1985, 82, 299–310.10.1063/1.448975Search in Google Scholar

Herrmann, W.A.; Ficher, R.W.; Scherer, W.; Rauch, M.U. Methyltrioxorhenium(VII) as catalyst for epoxidations: structure of the active species and mechanism of catalysis. Angew. Chem. Int. Ed.1993, 32, 1157–1160.10.1002/anie.199311571Search in Google Scholar

Hursthouse, M.B.; Jayaweera, S.A.A.; Quick, A. Crystal and molecular structure of [acetone benzoylhydrazonido(1–)-N′O]dichloro-oxo(triphenylphosphine)rhenium(V). J. Chem. Soc. Dalton Trans.1979, 279–282.10.1039/DT9790000279Search in Google Scholar

Ismail, M.B.; Booysen, I.N.; Akerman, M.P. Oxorhenium(V) complexes with bidentate carbohydrazide Schiff bases: synthesis, characterization and DNA interaction studies. Trans. Met. Chem.2017, 42, 405–412.10.1007/s11243-017-0143-ySearch in Google Scholar

Jadoo, B.; Booysen, I.N.; Akerman, M.P. Synthesis, characterization and DNA binding studies of rhenium(I) and (V) compounds with Schiff bases derived from 4-aminotetrahydropyran. Polyhedron2017, 126, 159–165.10.1016/j.poly.2017.01.037Search in Google Scholar

Jadoo, B.; Booysen, I.N.; Akerman, M.P.; Rhyman, L.; Ramasami, P. Novel coumarin rhenium(I) and -(V) complexes: formation, DFT and DNA binding studies. Polyhedron2018, 144, 107–118.10.1016/j.poly.2018.01.017Search in Google Scholar

Jeżowska-Trzebiatowska, B.; Hanuza, J. Infrared spectroscopy of oxygen bond systems. J. Mol. Struct.1973, 19, 109–142.10.1016/0022-2860(73)85260-3Search in Google Scholar

Johnson, N.P.; Lock, C.J.L.; Wilkinson, G. Amine, phosphine, arsine, and stibine complexes of rhenium-(III), -(IV), and -(V). J. Chem. Soc.1964, 1054–1066.10.1039/jr9640001054Search in Google Scholar

Johnson, N.P.; Lock, C.J.L.; Wilkinson, G.; Booker J.L.; Thompson R.J. Complexes of rhenium(V). Inorg. Synth.1967, 9, 145–148.10.1002/9780470132401.ch39Search in Google Scholar

Jürgens, S.; Herrmann, W.A.; Kühn, F.E. Rhenium and technetium based radiopharmaceuticals: development and recent advances. J. Organomet. Chem.2014, 751, 83–89.10.1016/j.jorganchem.2013.07.042Search in Google Scholar

Kirillov, A.M.; Haukka, M.; Kirillova, M.V.; Pombeiro, A.J.L. Single-pot ethane carboxylation catalyzed by new oxorhenium(V) complexes with N,O ligands. Adv. Synth. Cat.2005, 347, 1435–1446.10.1002/adsc.200505092Search in Google Scholar

Kirillov, A.M.; Haukka, M.; Pombeiro, A.J.L. Synthesis, characterization and molecular structures of the trichloro-η1-benzoyldiazenido [ReCl3{η1-NNC(O)Ph}(PPh3)2] and oxorhenium [ReOCl2(OMe)(PPh3)2] complexes derived from reactions of [ReCl2{η2-NNC(O)Ph}(PPh3)2] with a peroxide or dioxygen. Inorg. Chim. Acta2006, 359, 4421–4426.10.1016/j.ica.2006.06.032Search in Google Scholar

Krackl, S.; Company, A.; Enthaler, S.; Driess, M. Low-valent molybdenum-based dual pre-catalysts for highly efficient catalytic epoxidation of alkenes and deoxygenation of sulfoxides. ChemCatChem2011, 3, 1186–1192.10.1002/cctc.201100007Search in Google Scholar

Lebuis, A.M.; Beauchamp, A.L. Stereoisomerism of oxotrichlorobis(triphenylphosphine)rhenium(V), ReOCl3(PPh3)2: a reinvestigation. Can. J. Chem.1993, 71, 441–449.10.1139/v93-065Search in Google Scholar

Lebuis, A.M.; Roux, C.; Beauchamp, A.L. Structure of trans-dibromo(ethoxo)oxobis(triphenylphosphine)rhenium(V). Acta Cryst.1993, C49, 33–36.10.1107/S0108270192004748Search in Google Scholar

Lee, C.; Yang, W.; Parr, R.G. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B1988, 37, 785–789.10.1103/PhysRevB.37.785Search in Google Scholar

Luzung, M.R.; Toste, F.D. Rhenium-catalyzed coupling of propargyl alcohols and allyl silanes. J. Am. Chem. Soc.2003, 125, 15760–15761.10.1021/ja039124cSearch in Google Scholar PubMed

Machura, B.; Kruszynski, R. Oxorhenium(V) complexes with quinoline-2-carboxylate ligand. X-ray structure of [ReOCl2(quin-2-c)(PPh3)] and [ReOBr2(quin-2-c)(AsPh3)] complexes: DFT and TD-DFT calculations for [ReOCl2(quin-2-c)(PPh3)]. Polyhedron2007, 26, 3686–3694.10.1016/j.poly.2007.03.058Search in Google Scholar

Machura, B.; Kusz, J. Reactivity of oxorhenium(V) complexes towards 8-hydroxyquinoline-2-carboxylic acid: X-ray structure of [ReOCl2(hquin-2-COOH)(AsPh3)]·MeCN and [ReOCl2(hquin-2-COOH)(PPh3)]·MeCN complexes. DFT and TDDFT calculations for [ReOCl2(hquin-2-COOH)(AsPh3)]. Polyhedron2008a, 27, 366–374.10.1016/j.poly.2007.09.019Search in Google Scholar

Machura, B.; Kusz, J. Oxorhenium(V) complexes with 2-(1-H-pyrazol-3-yl)phenolato ligand. X-ray structures of [ReOCl2(C9H7N2O)(PPh3)]·MeCN and [ReOX2(C9H7N2O)(AsPh3)]·MeCN (X=Cl, Br) complexes. DFT and TD-DFT calculations for [ReOCl2(C9H7N2O)(PPh3)]. Polyhedron2008b, 27, 923–932.10.1016/j.poly.2007.11.024Search in Google Scholar

Machura, B.; Dzięgielewski, J.O.; Michalik, S.; Kruszynski, R.; Bartczak, T.J.; Kusz, J. Synthesis, spectroscopic investigation and X-ray structure of mononuclear and binuclear oxo complexes of rhenium(V) with pyrazolato ligands. Trans. Met. Chem.2003, 28, 939–947.10.1023/A:1026374517927Search in Google Scholar

Machura, B.; Kruszynski, R.; Kusz, J. New oxorhenium complexes with 2-(2′-hydroxyphenyl)-2-benzoxazolinato ligand. X-ray structure and DFT calculations for [ReOX2(hbo)(AsPh3)] and [ReOX2(hbo)(PPh3)] complexes. Polyhedron2007a, 26, 3455–3464.10.1016/j.poly.2007.03.031Search in Google Scholar

Machura, B.; Michalik, S.; Kruszynski, R.; Kusz, J. Oxorhenium complexes with the 8-quinolinolato ligand. X-ray structure and DFT calculations for [ReOX2(hqn)(AsPh3)] and [ReOX2(hqn)(PPh3)] complexes. Polyhedron2007b, 26, 2837–2844.10.1016/j.poly.2007.01.054Search in Google Scholar

Machura, B.; Kruszynski, R.; Kusz, J. Novel oxorhenium complexes with 2-(2′-hydroxyphenyl)-2-benzothiazolinato ligand: X-ray studies, spectroscopic characterization and DFT calculations. Polyhedron2008a, 27, 1679–1689.10.1016/j.poly.2008.02.018Search in Google Scholar

Machura, B.; Miłek, J.; Kruszynski, R.; Kusz, J.; Mroziński, J. Synthesis, spectroscopic characterization, crystal and molecular structure of [ReOX2(bopyH)(PPh3)] complexes: DFT calculations for [ReOCl2(bopyH)(PPh3)]. Polyhedron2008b, 27, 1262–1269.10.1016/j.poly.2007.12.019Search in Google Scholar

Machura, B.; Miłek, J.; Kusz, J.; Nycz, J.; Tabak, D. Reactivity of oxorhenium(V) complexes towards quinoline carboxylic acids. X-ray structure of [ReOCl2(hquin-7-COOH)(PPh3)]·OPPh3, [ReOBr2(hquin-7-COOH)(PPh3)] and [ReOX2(hmquin-7-COOH)(PPh3)]. DFT and TD-DFT calculations for [ReOCl2(hquin-7-COOH)(PPh3)]. Polyhedron2008c, 27, 1121–1130.10.1016/j.poly.2007.12.006Search in Google Scholar

Machura, B.; Kusz, J.; Tabak, D. Synthesis, spectroscopic characterization, X-ray structure, and DFT calculations of [ReOBr2(hmquin-7-COOH)(AsPh3)]. Struct. Chem.2009a, 20, 361–368.10.1007/s11224-008-9390-zSearch in Google Scholar

Machura, B.; Wolff, M.; Kruszynski, R.; Kusz, J. Novel oxorhenium complexes with 2-(2′-hydoxy-5′-methylphenyl)benzotriazolato ligand. X-ray studies, spectroscopic characterization and DFT calculations. Polyhedron2009b, 28, 1211–1220.10.1016/j.poly.2009.02.002Search in Google Scholar

Machura, B.; Wolff, M.; Kusz, J.; Kruszynski, R. Reactivity of [ReOX3(PPh3)2] and [ReOX3(AsPh3)2] towards 2-(2-hydroxyphenyl)-1H-benzimidazole: synthesis, X-ray studies, spectroscopic characterization and DFT calculations for [ReOX2(hpb)(EPh3)] and [ReO(OMe)(hpb)2]·MeCN. Polyhedron2009c, 28, 2949–2964.10.1016/j.poly.2009.06.090Search in Google Scholar

Machura, B.; Wolff, M.; Świtlicka, A.; Kruszynski, R.; Kusz, J. Nucleophilic addition of water to 1-isoquinolinyl phenyl ketone. The synthesis, spectroscopic investigation, crystal and molecular structure and DFT calculations of [ReOBr2(iquinpk-OH)(PPh3)]. Inorg. Chem. Comm.2009d, 12, 789–792.10.1016/j.inoche.2009.06.019Search in Google Scholar

Machura, B.; Świtlicka, A.; Wolff, M.; Kruszynski, R. Novel rhenium oxocomplexes of indazole-3-carboxylic acid – synthesis, X-ray studies, spectroscopic characterization and DFT calculations. Polyhedron2010a, 29, 2061–2069.10.1016/j.poly.2010.03.023Search in Google Scholar

Machura, B.; Wolff, M.; Kusz, J. Novel rhenium oxocomplexes of 2-hydroxymethylbenzimidazole – synthesis, X-ray studies, spectroscopic characterization and DFT calculations. Polyhedron2010b, 29, 1619–1629.10.1016/j.poly.2010.02.005Search in Google Scholar

Machura, B.; Wolff, M.; Świtlicka, A.; Gryca, I.; Nawrot, I.; Kruszynski, R. Rhenium(V) oxocomplexes incorporating 2-(2H-benzotriazol-2-yl)-4,6-di-tert-pentylphenolate ligand: X-ray studies, spectroscopic characterization and DFT calculations. Struct. Chem.2011, 22, 765–774.10.1007/s11224-011-9753-8Search in Google Scholar

Machura, B.; Wolff, M.; Benoist, E.; Schachner, J.A.; Mösch-Zanetti, N.C. Oxorhenium(v) complexes of quinoline and isoquinoline carboxylic acids – synthesis, structural characterization and catalytic application in epoxidation reactions. Dalton Trans.2013a, 42, 8827–8837.10.1039/c3dt50625hSearch in Google Scholar PubMed

Machura, B.; Wolff, M.; Cieślik, W.; Musioł, R. Novel oxorhenium(V) complexes of 8-hydroxyquinoline derivatives – synthesis, spectroscopic characterization, X-ray crystal structures and DFT calculations. Polyhedron2013b, 51, 263–274.10.1016/j.poly.2012.12.028Search in Google Scholar

Machura, B.; Wolff, M.; Palion, J.; Benoist, E. Synthesis, spectroscopic characterization and X-ray crystal structures of mononuclear and binuclear oxidorhenium(V) complexes containing indazolyl moieties. Inorg. Chim. Acta2013c, 404, 144–154.10.1016/j.ica.2013.04.005Search in Google Scholar

Machura, B.; Wolff, M.; Benoist, E.; Schachner, J.A.; Mösch-Zanetti, N.C.; Takao, K.; Ikeda, Y. Oxorhenium(V) complexes with 1H-benzimidazole-2-carboxylic acid – synthesis, structural characterization and catalytic application in epoxidation reactions. Polyhedron2014a, 69, 205–218.10.1016/j.poly.2013.12.004Search in Google Scholar

Machura, B.; Wolff, M.; Gryca, I. Rhenium(V) oxocomplexes [ReOX(N–O)2] and [ReOL(N–O)2]+ – synthesis, structure, spectroscopy and catalytic properties. Coord. Chem. Rev.2014b, 275, 154–164.10.1016/j.ccr.2014.05.012Search in Google Scholar

Majumder, S.; Bhattacharya, A.; Naskar, J.P.; Mitra, P.; Chowdhury, S. An oxorhenium(V) Schiff-base complex: synthesis, characterisation, structure, spectroscopic and electrochemical aspects. Inorg. Chim. Acta2013a, 399, 166–171.10.1016/j.ica.2013.01.018Search in Google Scholar

Majumder, S.; Naskar, J.P.; Banerjee, S.; Bhattacharya, A.; Mitra, P.; Chowdhury, S. An oxorhenium(V) Schiff-base complex: synthesis, structure, spectroscopic characterization, electrochemistry, and DFT calculations. J. Coord. Chem.2013b, 66, 1178–1188.10.1080/00958972.2013.777955Search in Google Scholar

Mayer, J.M. Metal-oxygen multiple bond lengths: a statistical study. Inorg. Chem.1988, 27, 3899–3903.10.1021/ic00295a006Search in Google Scholar

Mayer, P.; Yumata, N. C.; Gerber, T.I.A.; Abrahams, A. Coordination of the bidentate ligands 2,2’-dipyridylamine, 1-phenyl-1,3-butadione and N’-(propan-2-ylidene)benzohydrazide to rhenium(III). S. Afr. J. Chem.2010, 63, 180–185.Search in Google Scholar

Mazzi, U.; Roncari, E.; Rossi, R.; Bertolasi, V.; Traverso, O.; Magon, L. Reactivity of the ReOX3(PPh3)2 complexes (X=Cl or Br) with Schiff bases. Trans. Met. Chem.1980, 5, 289–293.10.1007/BF01396940Search in Google Scholar

McPherson, L.D.; Béraeu, V.M.; Abu-Omar, M.M. Oxorhenium(V) oxazoline complexes for oxygen atom transfer. Inorg. Synth.2002, 34, 54–59.Search in Google Scholar

Michalik, S.; Malecki, J.G.; Kruszynski, R.; Kozik, V.; Kusz, J.; Krompiec, M. The synthesis, molecular, crystal, and electronic structures of [ReBr2(O)(OCH3)(PPh3)2]. J. Coord. Chem.2011, 64, 2202–2213.10.1080/00958972.2011.591930Search in Google Scholar

Miyashita, Y.; Ohashi, T.; Imai, A.; Amir, N.; Fujisawa, K.; Okamoto, K. Syntheses, structures, and properties of oxorhenium(V) complexes with 2-, 5-, and/or 7-substituted 8-quinolinolato ligands. Sci. Technol. Adv. Mater.2005, 6, 660–666.10.1016/j.stam.2005.05.004Search in Google Scholar

Mukiza, J.; Hosten, E.C.; Gerber, T.I.A. Rhenium(III), (IV) and (V) complexes with 6-hydroxypicolinic acid. Polyhedron2016, 110, 106–113.10.1016/j.poly.2016.02.036Search in Google Scholar

Murray, R.W.; Iyanar, K.; Chen, J.; Wearing, J.T. Methyltrioxorhenium-catalyze C-H insertion reactions of hydrogen peroxide. Tetrahedron Lett.1995, 36, 6415–6418.10.1016/0040-4039(95)01344-HSearch in Google Scholar

Orpen, A.G.; Connelly, N.G. Structural systematics: the role of P-A. sigma.* orbitals in metal-phosphorus. pi.-bonding in redox-related pairs of M-PA3 complexes (A=R, Ar, OR; R=alkyl). Organometallics1990, 9, 1206–1210.10.1021/om00118a048Search in Google Scholar

Otero, L.; Noblia, P.; Gambino, D.; Cerecetto, H.; Gonzalez, M.; Sanchez-Delgado, R.; Castellano, E.E.; Piro, O.E. New rhenium(V) nitrofuryl semicarbazone complexes. Crystal structure of [ReOCl2(PPh3)(3-(5-nitrofuryl)acroleine semicarbazone)]. Z. Anorg. Allg. Chem.2003, 629, 1033–1038.10.1002/zaac.200300012Search in Google Scholar

Roncari, E.; Mazzi, U.; Rossi, R.; Duatti, A.; Magon, L. Rhenium(V) complexes with Schiff bases: synthesis and reaction mechanisms. Trans. Met. Chem.1981, 6, 169–173.10.1007/BF00624338Search in Google Scholar

Rouschias, G. Recent advances in the chemistry of rhenium. Chem. Rev.1974, 74, 531–566 and refs. therein.10.1021/cr60291a002Search in Google Scholar

Sacerdoti, M.; Bertolasi, V.; Gilli, G.; Duatti, A. The structure of trans-dibromooxo(N-phenylsalicylideneaminato)(triphenylphosphine)rhenium(V), form II (triclinic), [ReBr2(C13H10NO)O{P(C6H5)3}]. Acta Cryst.1984, C40, 968–970.10.1107/S0108270184006442Search in Google Scholar

Sachse, A.; Mosch-Zanetti, N.C.; Lyashenko, G.; Wielandt, J.W.; Most, K.; Magull, J.; Dall’Antonia, F.; Pal, A.; Herbst-Irmer, R. Rhenium(V) oxo complexes with acetylacetone derived Schiff bases: structure and catalytic epoxidation. Inorg. Chem.2007, 46, 7129–7135.10.1021/ic700381nSearch in Google Scholar PubMed

Saha, P.; Naskar, J.P.; Bhattacharya, A.; Ganguly, R.; Saha, B.; Chowdhury, S. Synthesis and DFT calculations of oxido and phenylimido-rhenium(V) complexes incorporating the N, O donor ligand 2-[(2-hydroxyethylimino)methyl]phenol. J. Coord. Chem.2016, 69, 303–317.10.1080/00958972.2015.1113268Search in Google Scholar

Schachner, J.A.; Terfassa, B.; Peschel, L.M.; Zwettler, N.; Belaj, F.; Cias, P.; Gescheidt, G.; Mösch-Zanetti, N.C. Oxorhenium(V) complexes with phenolate–oxazoline ligands: influence of the isomeric form on the O-atom-transfer reactivity. Inorg. Chem.2014, 53, 12918–12928.10.1021/ic501932cSearch in Google Scholar PubMed

Sherry, B.D.; Loy, R.N.; Toste, F.D. Rhenium(V)-catalyzed synthesis of 2-deoxy-α-glycosides. J. Am. Chem. Soc.2004, 126, 4510–4511.10.1021/ja031895tSearch in Google Scholar PubMed

Sousa, S.C.A.; Bernardo, J.R.; Wolff, M.; Machura, B.; Fernandes, A.C. Oxo-rhenium(V) complexes containing heterocyclic ligands as catalysts for the reduction of sulfoxides. Eur. J. Org. Chem.2014, 9, 1855–1859.10.1002/ejoc.201301057Search in Google Scholar

Sousa, S.C.A.; Fernandes, A.C. Highly efficient and chemoselective reduction of sulfoxides using the system silane/oxo-rhenium complexes. Tetrahedron Lett.2009, 50, 6872–6876.10.1016/j.tetlet.2009.09.121Search in Google Scholar

Sousa, S.C.A.; Fernandes, A.C. Efficient deoxygenation methodologies catalyzed by oxo-molybdenum and oxo-rhenium complexes. Coord. Chem. Rev.2015, 284, 67–92.10.1016/j.ccr.2014.09.008Search in Google Scholar

Sousa, S.C.A.; Cabritaa, I.; Fernandes, A.C. High-valent oxo-molybdenum and oxo-rhenium complexes as efficient catalysts for X–H (X=Si, B, P and H) bond activation and for organic reductions. Chem. Soc. Rev.2012, 41, 5641–5653.10.1039/c2cs35155bSearch in Google Scholar PubMed

Terfassa, B.; Traar, P.; Volpe, M.; Mösch-Zanetti, N.C.; Raju, V.J.T; Megersa, N.; Retta, N. Oxidorhenium(V) complexes with oxazolinylmethoxido ligands – structure and catalytic epoxidation. Eur. J. Inorg. Chem. 2011, 2011, 4434–4440.10.1002/ejic.201100538Search in Google Scholar

Traar, P.; Schachner, J.A.; Steiner, L.; Sachse, A.; Volpe, M.; Mösch-Zanetti, N.C. Oxorhenium(V) complexes with pyrazole based aryloxide ligands and application in olefin epoxidation. Inorg. Chem.2011, 50, 1983–1990.10.1021/ic102455vSearch in Google Scholar PubMed

Wolff, M. Synteza, struktura i spektroskopia związków kompleksowych renu(V) z ligandami N,O-donorowymi, Ph.D Thesis, Uniwersytet Śląski w Katowicach, Katowice, 2013.Search in Google Scholar

Yumata, N.; Gerber, T.; Betz, R. Dibromidooxido[(Z)-N’-(propan-2-ylidene)benzohydrazidato](triphenylphosphane)rhenium(V). Acta Cryst.2011, E67, m1337.10.1107/S1600536811035811Search in Google Scholar PubMed PubMed Central

Yumata, N.C.; Habarurema, G.; Mukiza, J.; Gerber, T.I.A.; Hosten, E.; Taherkhani, F.; Nahali, M. Rhenium complexes of di-2-pyridyl ketone, 2-benzoylpyridine and 2-hydroxybenzophenone: a structural and theoretical study. Polyhedron2013, 62, 89–103.10.1016/j.poly.2013.06.025Search in Google Scholar

Zwettler, N.; Schachner, J.A.; Belaj, F.; Mösch-Zanetti, N.C. Oxorhenium(V) complexes with phenolate–pyrazole ligands for olefin epoxidation using hydrogen peroxide. Inorg. Chem.2014, 53, 12832–12840.10.1021/ic501794zSearch in Google Scholar PubMed