Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/93255
Title: C-H Hyperconjugation in α-chlorocarbocations
Authors: Mesić, M.
Novak, I. 
Sunko, D.E.
Vančik, H.
Issue Date: Nov-1998
Source: Mesić, M.,Novak, I.,Sunko, D.E.,Vančik, H. (1998-11). C-H Hyperconjugation in α-chlorocarbocations. Journal of the Chemical Society. Perkin Transactions 2 (11) : 2371-2374. ScholarBank@NUS Repository.
Abstract: The lowering of Cβ-H stretching frequencies in carbocations 1a-d and 2a-c induced by hyperconjugation was tested as a possible probe for estimating the electron donating ability of α-substituents. Conclusions are based on the results of high level quantum chemical calculations confirmed with experimental FT-IR spectra. Because the decrease in the Cβ-H stretching frequency is comparable in 1b and in 1c, and in 2b and 2c respectively, it follows that α-substitution by a methyl group or by chlorine stabilizes a carbocation with almost the same effectiveness.
Source Title: Journal of the Chemical Society. Perkin Transactions 2
URI: http://scholarbank.nus.edu.sg/handle/10635/93255
ISSN: 03009580
Appears in Collections:Staff Publications

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