Studies of Hindered Rotation in Some Group IV Esters of Dimethylcarbamic and Dimethylthiocarbamic Acids
Author(s) -
Alberta E. Lemire,
J. C. Thompson
Publication year - 1975
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v75-540
Subject(s) - chemistry , steric effects , rotation (mathematics) , group (periodic table) , medicinal chemistry , spectral line , crystallography , stereochemistry , organic chemistry , physics , geometry , mathematics , astronomy
Activation parameters for hindered rotation about the C—N bond have been obtained for some trimethylgermyl, trimethylplumbyl, and tert-butyl esters of N,N-dimethylcarbamic, N,N-dimethylmonothiocarbamic, and N,N-dimethyldithiocarbamic acids. These are compared with previous results for some group IV esters and general considerations as to factors influencing barriers to rotation are discussed. It was found that the degeneracy of the N-methyl resonances observed in the room or low temperature 1 H spectra appeared also to extend to the room temperature 13 C spectra. A 'steric' effect was noted on the carbonyl and thiocarbonyl resonances.
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