A. Chandrasekaran et al., STRUCTURAL INFLUENCE OF A SULFINYL GROUP IN 8-MEMBERED RINGS OF DIORGANOSILANES, Organometallics, 15(14), 1996, pp. 3182-3188
The new monocyclic diorganosilanes OS(Me(2)C(6)H(2)O)(2)SiR(1)R(2), wh
ere R(1) = R(2) = Me (1), R(1) = Me, R(2) = Ph (2), and R(1) = R(2) =
Ph (3), were prepared by a condensation reaction of oxythiobis(4,6-dim
ethylphenol), OS(Me(2)C(6)H(2)OH)(2) (4), with the appropriate diorgan
odichlorosilane in CH2Cl2 solution in the presence of Et(3)N. X-ray cr
ystallographic studies showed that the silanes had the eight-membered
rings positioned in anti chairlike conformations. This precluded any a
dditional coordination at silicon with the sulfinyl group that was pre
sent as part of the ring system in each case. For silane 2 with two ty
pes of acyclic organo substituents attached to silicon, two isomers fo
rmed which differed in the position of these groups, cis or traits, re
lative to the ring sulfinyl group. H-1, C-13, and Si-29 solution state
NMR spectral data were recorded. Temperature-dependent H-1 NMR data s
uggest a rigid ring conformation for 1.