
Journal of the Chemical Society. Perkin transactions II p. 1537 - 1540 (1988)
Update date:2022-08-03
Topics:
Lee, Ikchoon
Choi, Yong Hoon
Lee, Hai Whang
Lee, Byung Choon
Kinetics of reactions between 2-phenylethyl benzenesulphonates and anilines in methanol at 65.0 deg C have been studied; the mechanism is discussed on the basis of cross interaction constants, ρij.The overall reaction was found to proceed by a dissociative SN2 mechanism with a relatively small degree of aryl participation.The fraction of the phenonium ion intermediate captured by the nucleophile, aniline, in the aryl-assisted pathway has been shown to increase with a stronger nucleophile, and a four-centre transition state in an intermolecular SNi mechanism is suggested for the aryl-unassisted pathway.
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