Journal of the American Chemical Society p. 1701 - 1703 (1982)
Update date:2022-08-04
Topics:
Ito, Osamu
Matsuda, Minoru
The absolute rate constants for the addition reactions of the benzenethiyl radical and its para-chloro derivative to para- and meta-substituted styrenes and α-methylstyrenes have been determined by the flash photolysis technique.The rate constants in the range of ca. 107-108 M-1 s-1 have been obtained.From the linear relationships in the Hammett plots vs. ?+, the reaction constants (ρ+) of C6H5S. toward substituted styrenes and α-methylstyrenes were estimated to be -0.26 and -0.30, respectively.The latter ρ+ value is compatible with the value estimated from the relative reactivities (-0.38).The polar effects of p-ClC6H4S. toward styrenes (ρ+ = -0.56) and α-methylstyrenes (ρ+ = -0.63) are larger that those of C6H4S..The sign and magnitudes of these ρ+ values are rationally interpreted in terms of the contribution of such polar resonance structure as
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Doi:10.1016/0031-9422(82)83034-3
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