Hassall, Kathryn published the artcileComparison of Carbon-Silicon Hyperconjugation at the 2- and 4-Positions of the N-Methylpyridinium Cation, Quality Control of 17877-23-5, the publication is Journal of Organic Chemistry (2005), 70(6), 1993-1997, database is CAplus and MEDLINE.
N-Methyl-2-[(trialkylsilyl)methyl]pyridinium cations [R3 = Me3 (6a), iso-Pr3 (6b), Me2(Me3C) (6c)] and 4-[(trialkylsilyl)methyl]pyridinium cations (same R3, 5a–c, resp.) were prepared and studied by using 29Si and 13C NMR and single-crystal x-ray crystallog. (for 5b and 6b). Systematic differences in the 29Si chem. shifts and 29Si-13C one-bond coupling constants for these cations suggested that the Si-CH2 bond interacts more strongly at the 2-position of the electron-deficient pyridinium ring than at the 4-position. This result is supported by the x-ray structures of the pyridinium cations 5b and 6b.
Journal of Organic Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Quality Control of 17877-23-5.
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