RSC Advances

Reversible Friedel–Crafts acyl rearrangements of planar polycyclic aromatic ketones: dibenzofluorenones

T Mala'bi, S Pogodin, S Cohen, I Agranat

Index: Mala'Bi, Tahani; Pogodin, Sergey; Cohen, Shmuel; Agranat, Israel RSC Advances, 2013 , vol. 3, # 44 p. 21797 - 21810

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Citation Number: 2

Abstract

Dibenzofluorenones undergo reversible Friedel–Crafts acyl rearrangements in PPA at elevated temperatures. The Friedel–Crafts acyl rearrangements of 13H-dibenzo [a, i] fluoren- 13-one (DBaiF) yield both 13H-dibenzo [a, h] fluoren-13-one (DBahF) and 12H-dibenzo [b, h] fluoren-12-one (DBbhF). DBahF and DBbhF undergo reversible mutual isomerizations, and their ratio depends on the reaction conditions. The O-protonate DBahFH+ plays a ...