J. Baldwin, Linda S Day, S. Singer
Jun 14, 2005
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0
Influential Citations
9
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Journal
Journal of the American Chemical Society
Abstract
The gas-phase thermal isomerizations of 1-13C-2,2,3,3-d4-cyclopropane lead to isotopically labeled propenes characteristic of both the traditional reaction mechanism involving a trimethylene diradical intermediate and a previously predicted, but never observed, path involving rate-limiting conversion of the cyclopropane to singlet 1-propylidenes, followed by a [1,2]-deuterium shift. The isomerizations give mixtures of both 1-13C-2,3,3,3-d4-propene and 1-13C-1,2,3,3-d4-propene, products characteristic of the two mechanisms that are clearly observable by 13C{1H} NMR spectroscopy.