
Journal of the Chemical Society. Chemical communications p. 313 - 314 (1994)
Update date:2022-08-11
Topics:
Boyd, Derek R.
Blacker, John
Byrne, Briege
Dalton, Howard
Hand, Mark V.
et al.
Acid-catalysed dehydration of 3-substituted benzene cis-1,2-dihydrodiols exhibits a Hammett plot with ρ=-8.2, consistent with reaction via a benzenonium ion-like intermediate; however, correlation of +M resonance substituents such as Me and MeO by ?p rather than ?+ constants indicates a marked imbalance between resonance and inductive stabilisation of the transition state.
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