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Silylfurane und Bis(silyl)butadiine -Synthese, Lithiumderivate, Kristallstrukturen/ Silylfurans and Bis(silyl)butadiynes - Synthesis, Lithium Derivatives, Crystal Structures

  • Peter Neugebauer , Uwe Klingebiel EMAIL logo und Mathias Noltemeyer
Veröffentlicht/Copyright: 2. Juni 2014
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Abstract

Furan reacts with BuLi and halosilanes to give mono- (1, 5, 7), bis- (2, 6), tris- (3), and tetrakis(2-furanyl)silanes (4); (Fu-R; R = SiMe2Cl (1), SiisoPr2F (5), SitBu2F (7); Fu-R-Fu; R = SiMe2 (2), SiisoPr2 (6); Fu3SitBu (3), Fu4Si (4)), 2,5-Bis(silyl)furans (8, 9) are obtained in the reaction of dilithiated furan and fluorosilanes in a molar ratio 1:2 (R-Fu-R; R = SiisoPr2F (8), SitBu2F (9), 1,4-Bis(di-tert-butylfluorosilyl)butadiyne (10) is formed from furan four equivalents of BuLi, and two equivalents of F2SitBu2. 10 reacts with KOH to give tBu2(OH )Si-C =C -C =C-SitBu2OH (11). Substitution of the fluorine atoms of 5 and 7 by a NH2 group occurs with MNH2 (M = Li, Na). 12 and 13 are obtained. The reaction of 13 with BuLi and tBu2SiF2 leads to the formation of FuSitBu2NHSitBu2F (14) and tBu2Si(NH-SitBu2Fu)2 (15). The lithium derivative of 14 crystallizes as monomer from THF as FuSitBu2N(LiTHF2)SitBu2F and as a dimer containing a four-membered ring (16) from n-hexane (FuSitBu2NSitBu2LiF)2 (17). The crystal structures of 4, 10, 16,17 have been determined.

Received: 2000-5-29
Published Online: 2014-6-2
Published in Print: 2000-10-1

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