Chemistry Letters

THE EFFECTS OF THE NEIGHBORING METHOXYCARBONYL GROUP AND SULFUR ATOM (S) IN THE CARBON–SULFUR BOND CLEAVAGE AND THE ESTER …

W Nakanishi, H Nakanishi, Y Yanagawa, Y Ikeda…

Index: Nakanishi, Waro; Nakanishi, Hitoshi; Yanagawa, Yuko; Ikeda, Yoshitsugu; Oki, Michinori Chemistry Letters, 1983 , p. 105 - 108

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Abstract

9, 9-Bis (ethylthio) fluorene (1a) reacted with sodium ethanethiolate in methanol to give 9- ethylthiofluorene and diethyl disulfide suggesting that a C–S bond cleavage occurs by attack of a nucleophile at sulfur if a leaving group is sufficiently stable. The pseudo-first-order rate constans for the reaction of 1a and methoxycarbonyl-substituted 9-ethylthiofluorenes have suggested that the methoxycarbonyl group at 1-position exerts through space interaction ...