Kinetics and mechanism of aminolysis of propargyl and 1??methyl??propargyl arenesulphonates

HK Oh, IH Cho, MJ Jin, I Lee

Index: Oh, Hyuck Keun; Cho, In Ho; Jin, Min Jeong; Lee, Ikchoon Journal of Physical Organic Chemistry, 1994 , vol. 7, p. 629 - 633

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Citation Number: 4

Abstract

Abstract Kinetic studies were carried out on the aminolysis of propargly and 1- methylpropargyl arenesulphonates in acetonitrile at 45· 0 C. The cross-interaction constants, ρ xz and β xz, are similar to, but smaller than, those for the SN 2 processes at other primary and secondary carbon centers. Compared with the allyl series, the smaller magnitude of ρ xz and β xz reflects a looser transition state, which in turn leads to a lower rate despite the ...