TY  - JOUR
A1  - Shainyan, Bagrat A.
A1  - Suslova, Elena N.
A1  - Tran Dinh Phien, 
A1  - Shlykov, Sergey A.
A1  - Heydenreich, Matthias
A1  - Kleinpeter, Erich
T1  - 1-Methylthio-1-phenyl-1-silacyclohexane: Synthesis, conformational preferences in gas and solution by GED, NMR and theoretical calculations
JF  - Tetrahedron
N2  - 1-Methylthio-1-phenyl-1-silacyclohexane 1, the first silacyclohexane with the sulfur atom at silicon, was synthesized and its molecular structure and conformational preferences studied by gas-phase electron diffraction (GED) and low temperature C-13 and Si-29 NMR spectroscopy (LT NMR). Quantum-chemical calculations were carried out both for the isolated species and solvate complexes in gas and in polar medium. The predominance of the 1-MeSaxPheq conformer in gas phase (1-Ph-eq :1-Ph-ax = 55:45, Delta G degrees = 0.13 kcal/mol) determined from GED is consistent with that measured in the freon solution by LT NMR (1-Ph-eq:1-Ph-ax = 65:35, Delta G degrees = 0.12 kcal/mol), the experimentally measured ratios being close to that estimated by quantum chemical calculations at both the DFT and MP2 levels of theory. (C) 2019 Elsevier Ltd. All rights reserved.
KW  - 1-Methylthio-1-phenyl-1-silacyclohexane
KW  - Conformational analysis
KW  - Gas phase electron diffraction
KW  - Low-temperature C-13 and Si-29 NMR
KW  - DFT and MP2 calculations
Y1  - 2019
U6  - https://doi.org/10.1016/j.tet.2019.130677
SN  - 0040-4020
VL  - 75
IS  - 46
PB  - Elsevier
CY  - Oxford
ER  -