Considerably improved Grunwald–Winstein correlatians for solvolyses of several secondary and tertiary benzylic derivatives upon inclusion of a term governed by the aromatic ring parameter (I)
- 1 January 1995
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 5,p. 973-980
- https://doi.org/10.1039/p29950000973
Abstract
In almost all cases, Grunwald–Winstein treatments of the specific rates of solvolysis of a series of secondary and tertiary benzylic toluene-p-sulfonates, p-nitrobenzoates, chlorides and bromides exhibit a considerably improved correlation coefficient and a higher F-test value on incorporation of an hI term, where h is the sensitivity towards changes in the recently developed aromatic ring parameter (I). The h values increase on introduction of a second aromatic ring at the α-carbon, on introduction of an electron-withdrawing α-trifluoromethyl group, and on introduction of an electron-supplying aromatic-ring substituent.Keywords
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