In:
Journal of Physical Organic Chemistry, Wiley, Vol. 7, No. 6 ( 1994-06), p. 273-279
Abstract:
Nucleophilic substitution reactions of benzoic anhydrides, in which one of the rings is substituted, with anilines were investigated in methanol. The product‐formation step coincides with the rate–limiting step so that the two rate constants, k XZ and k XZ , for the competitive reaction pathways can be dissected. The two cross‐interaction constants, ρ XY and ρ XY , especially an unusually large magnitude of the latter, indicate that the reaction proceeds by a frontside S N 2 attack on either one of the caronyl carbon with a strong interaction between the nucleophile (X) and the leaving group (Z). The mechanism is also supposed by the trends in the activation parameters.
Type of Medium:
Online Resource
ISSN:
0894-3230
,
1099-1395
DOI:
10.1002/poc.610070602
Language:
English
Publisher:
Wiley
Publication Date:
1994
detail.hit.zdb_id:
1475025-9
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