Journal of the American Chemical Society

Mechanism of cyclodehydration of 2-phenyltriarylcarbinols

H Hart, EA Sedor

Index: Hart,H.; Sedor,E.A. Journal of the American Chemical Society, 1967 , vol. 89, # 10 p. 2342 - 2347

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Citation Number: 17

Abstract

Abstract: A kinetic study of substituent effects on the acid-catalyzed cyclodehydration of 2- phenyltriarylcarbinols to the corresponding 9, 9-diarylfluorenes reveals that the rate- determining step depends on the nature of the substituents. One group of carbinols have rates which correlate best with c, have a large negative p (-2.51), and show a strong rate dependence on solvent acidity, a threefold rate enhancement in deuterated solvent, and ...