Concerted and stepwise mechanisms in the eliminations from 1, 2-dihaloacenaphthenes promoted by potassium tert-butoxide and potassium ethoxide in the the …

…, R Ruzziconi, GV Sebastiani

Index: Baciocchi, Enrico; Ruzziconi, Renzo; Sebastiani, Giovanni Vittorio Journal of Organic Chemistry, 1982 , vol. 47, # 17 p. 3237 - 3241

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Citation Number: 11

Abstract

Results The eliminations from 1 and 2 have been investigated in t-BuOK-t-BuOH and EtOK- EtOH. From la, c, e and 2a, c, where X= Y, the expected 1-halogenoacenaphthylene has been obtained as the sole reaction product. The product distribution from the dihalogenoacenaphthenes lb, d and 2b, where X# Y, is reported in Table I. An interesting observation is that in both the basesolvent systems investigated, HF is eliminated in prefer-