TY  - JOUR
A1  - Shainyan, Bagrat A.
A1  - Kleinpeter, Erich
T1  - Silacyclohexanes and silaheterocyclohexanes-why are they so different from other heterocyclohexanes?
JF  - Tetrahedron
N2  - Stereochemical studies on silaheterocyclohexanes is a 'hot topic' as evidenced by the growing number of publications. During last 10 years a substantial number of substituted silacyclohexanes and heterocyclohexanes containing sulfur, oxygen or nitrogen as the second (or third) heteroatom have been synthesized and studied by variable temperature dynamic NMR spectroscopy, gas-phase electron diffraction, variable temperature IR, Raman, microwave spectroscopy with respect to thermodynamic (frozen conformational equilibria) and kinetic (barrier to ring inversion) information. As the stereochemistry of cyclohexane and its N-, O-, P-, S-hetero analogues is one of keystones of modern theoretical and synthetic organic and heterocyclic chemistry, the stereochemistry of silacyclohexane and its hetero analogs is an important element of theoretical and synthetic organosilicon chemistry. The various classes of saturated six-membered rings were critically compared and studied in detail with respect to differences in their stereochemistry and dynamic behavior.
KW  - Silacyclohexanes
KW  - Silaheterocyclohexanes
KW  - Conformational equilibrium
KW  - Barrier to ring inversion
KW  - Steric effects
KW  - Electrostatic effects
Y1  - 2013
U6  - https://doi.org/10.1016/j.tet.2013.04.126
SN  - 0040-4020
VL  - 69
IS  - 29
SP  - 5927
EP  - 5936
PB  - Elsevier
CY  - Oxford
ER  -