ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
It is found that the basic form of the 3,3-dimethyl-3-sila-1-heterocyclohexane family (heteroatom X = O, NMe, S, Se, Te, SiMe2, SiCl2) is the chair, having ring torsion angles in the aliphatic region tending to be somewhat more puckered (up to 7°) than in cyclohexane, except next to Si when the other heteroatom is relatively small. The 5-tertiarybutyl-, 6-methyl- and 2-phenyl derivatives are all anancomeric, except for the latter two derivatives when X = NMe. A 5-tertiarybutyl group causes an additional deformation, e.g. an increased puckering of the aliphatic C-4—C-5—C-6 region (buttressing effect). Other 1H n.m.r. features are discussed in detail, and the behaviour of the 3-sila-1-heterocyclohexanes is compared with other 1,3-diheterocyclohexanes.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270090304
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