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Partial rate factors in photochemistry: The meta photocycloaddition of methylbenzenes to cyclopentene
Author(s) -
de vaal P.,
Lodder G.,
Cornelisse J.
Publication year - 1992
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610050905
Subject(s) - chemistry , cyclopentene , toluene , benzene , photochemistry , computational chemistry , organic chemistry , catalysis
Abstract The partial rate factors of the four modes of meta photocycloaddition of methyl‐substituted benzenes to cyclopentene have been determined by measuring quantum yields of formation of the most important meta photocycloadducts of benzene, toluene and the three xylenes. It is demonstrated that the results can be applied to predict quantum yields of any meta photocycloadduct of methylbenzenes to cyclopentene. The predicted yields agree very well with those determined experimentally, and it is shown that the effects of two or more methyl groups are fully additive. The method is promising for the investigation of mechanisms of photochemical reactions and can be used to predict regioselectivities.