Abstract
The zwitterionic λ 5 Si-silicates bis[cis-1,2-diphenylethene-1,2-diolato(2–)](morpholiniomethyl)silicate (2) and bis[cis-1,2-diphenylethene-1,2-diolato(2–)][(2,2,6,6-tetramethylpiperidinio)methyl]silicate (3) were synthesized by various methods, including remarkableSi–C cleavage reactions with benzoin. Treatment of trimethoxy(morpholinomethyl)silane (4), dimethoxy(morpholinomethyl)phenylsilane (5), or dimethoxy(methyl)(morpholinomethyl)silane (6) with two molar equivalents of benzoin in acetonitrile yielded 2. Compound 3 was synthesized by treatment of trimethoxy[(2,2,6,6-tetramethylpiperidino)methyl]silane (7) with two molar equivalents of benzoin in 1,4-dioxane/n-pentane and was isolated as the 1,4-dioxane solvate 3 ·3/2C4H8O2. Compounds 2 and 3 ·3/2C4H8O2 were structurally characterized by solution and solid-state NMR spectroscopy and by single-crystal X-ray diffraction. In addition, the dynamic behavior of 3 in solution was studied by VT 1H NMR experiments.
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Dragota, S., Bertermann, R., Burschka, C. et al. Zwitterionic spirocyclic λ5 Si-silicates with two cis-1,2-diphenylethene-1,2-diolato(2–) ligands: Synthesis and structural characterization. Silicon Chemistry 1, 291–297 (2002). https://doi.org/10.1023/B:SILC.0000018381.74490.09
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DOI: https://doi.org/10.1023/B:SILC.0000018381.74490.09