Journal of the American Chemical Society

Borderline between E1cB and E2 mechanisms. Elimination of hydrogen chloride from fluorene derivatives

A Thibblin

文献索引：Thibblin, Alf Journal of the American Chemical Society, 1988 , vol. 110, # 14 p. 4582 - 4586

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被引用次数: 33

摘要

Abstract: The base-promoted elimination of HCI from 9-(2-chloro-2-propyl) fluorene (XI) exhibits a kinetic deuterium isotope effect that varies with base strength and solvent character, from a maximum of kH/kD= 8.1 with HO-in 25 vol 5% acetonitrile in water to-3 in pyridine (neat) at 25 OC. The Brmsted parameter was measured in methanol with substituted quinuclidine bases as p= 0.5. The large variation in isotope effect could be the ...