Synthesis and structural investigation of brightly colored organoammonium 1,3-dimethylviolurates
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Volker Lorenz
Abstract
Seven new organoammonium 1,3-dimethylviolurates [R1R2R3NH][1,3-Me2Vio] R1 = R2 = H, R3 = t Bu (3), R3 = Cy (cyclohexyl) (4), R3 = Ad (adamantyl) (5), R3 = C6H2Me2-4,5-NH2-2 (6); R1 = H, R2 = R3 = Et (7), i Pr (8); R1 = H, R2 + R3 = (–CH2–)4 (9) have been prepared by treatment of 1,3-dimethylvioluric acid (2, = HMe2Vio) with different primary and secondary amines. All violurate salts form bright blue or red/purple, nicely crystalline solids. The compounds have been characterized by their solid-state IR and solution NMR (1H, 13C) and UV-spectroscopic data as well as elemental analyses. Structure determinations by single-crystal X-ray diffraction of compounds 4, 7 and 9 revealed supramolecular self-assembly into different one-dimensional substructures through cation–anion N–H⋯N and N–H⋯O hydrogen bonds. In addition, the molecular and crystal structure of anhydrous 1,3-dimethylvioluric acid (2) has also been determined.
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Research ethics: Not applicable.
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Informed consent: Not applicable.
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission. The syntheses were performed by VL and LS. FTE conceived and supervised the research work and wrote the original manuscript. PK carried out the single-crystal X-ray analyses and wrote the respective part of the manuscript. LH measured and interpreted all spectra. RG provided the necessary infrastructure.
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Use of Large Language Models, AI and Machine Learning Tools: None declared.
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Conflict of interest: The authors declare no conflict of interest.
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Research funding: General financial support of this work by the Otto-von-Guericke-Universität Magdeburg is gratefully acknowledged.
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Data availability: The raw data can be obtained on well-founded request from the corresponding author.
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Artikel in diesem Heft
- Frontmatter
- In this issue
- Research Articles
- Synthesis and structural investigation of brightly colored organoammonium 1,3-dimethylviolurates
- Crystal structure, X-ray emission properties and 57Fe Mössbauer spectra of TaFeP
- 113Cd NMR-spectroscopic characterization of Y2Cu2Cd and Y2Pd2Cd
- CaCu5-derived rare earth-transition metal-tetrelides with Kagome-like substructures
- CuI and Ni0 complexes of a ferrocene-based cyclic (alkyl)(amino)carbene with unexpected structures
- Cadmium(II) and zinc(II) complexes based on 2-morpholine-pyridine-4-carboxylic acid: syntheses and structures
- Transforming agricultural waste into cement additives for durable and eco-friendly construction materials: rheological and mechanical properties
Artikel in diesem Heft
- Frontmatter
- In this issue
- Research Articles
- Synthesis and structural investigation of brightly colored organoammonium 1,3-dimethylviolurates
- Crystal structure, X-ray emission properties and 57Fe Mössbauer spectra of TaFeP
- 113Cd NMR-spectroscopic characterization of Y2Cu2Cd and Y2Pd2Cd
- CaCu5-derived rare earth-transition metal-tetrelides with Kagome-like substructures
- CuI and Ni0 complexes of a ferrocene-based cyclic (alkyl)(amino)carbene with unexpected structures
- Cadmium(II) and zinc(II) complexes based on 2-morpholine-pyridine-4-carboxylic acid: syntheses and structures
- Transforming agricultural waste into cement additives for durable and eco-friendly construction materials: rheological and mechanical properties
