AROMATIC SUBSTITUTION: XIV. THE HOMOLYTIC PHENYLATION OF 3- AND 4-PICOLINE. A QUANTITATIVE STUDY OF ISOMER AND TOTAL RATE RATIOS

1 August 1966

journal article
Published by Canadian Science Publishing in Canadian Journal of Chemistry

Vol. 44 (15) , 1765-1771
https://doi.org/10.1139/v66-266

Abstract

The homolytic phenylation of 3- and 4-picoline under the conditions of the Gomberg–Hey reaction has been studied quantitatively. The methyl group in both picolines was found to activate the nucleus to the same extent. All the nuclear positions in both systems, except for C₅ in 3-picoline, were slightly activated as compared with any one position in benzene. The significance of these results is discussed.

Keywords

SUBSTITUTION
EXTENT
PICOLINE
HEY
SLIGHTLY
XIV
GOMBERG
HOMOLYTIC PHENYLATION

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