ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Observable coupling over five formal bonds between the methoxy group protons and the ortho ring proton in 2-methoxypyridine, coupliugs between the methoxy group carbon and ring protons, and methoxy carbon spin-lattice relaxation times are all consistent with a preference for the planar cis conformer, in which conjugation is favoured and repulsions between the methyl group and the ortho hydrogen are reduced. Small-amplitude torsioas about the C-2-O bond may carry the methoxy group away from this orientation, but more distant conformations can probably be excluded. Methyl group rotation is less hindered in the cis than in the trans conformer. Molecular orbital calculations at the STO-3G level, with complete geometry optimization, support the conduskus drawn from experimental evidence.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270220807
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