Detection and Characterization of a Transient Zwitterion, the 9-Carboxylate-9-fluorenyl Cation, and Its Conjugate Acid1

…, E Lee-Ruff, J Lusztyk, LJ Johnston

Index: Lew; Wagner; Angelini, Mark P.; Lee-Ruff; Lusztyk; Johnston Journal of the American Chemical Society, 1996 , vol. 118, # 48 p. 12066 - 12073

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Citation Number: 17

Abstract

Laser flash photolysis of 9-hydroxy-9-fluorenecarboxylic acid in hexafluoro-2-propanol (HFIP) generates a transient with λmax at 495 nm that reacts with nucleophiles such as methanol and bromide and is insensitive to oxygen. In the presence of 0.15 M trifluoroacetic acid, a different transient with λmax at 560 nm that also reacts with nucleophiles is formed. The 495 and 560 nm species are identified as a zwitterion (the 9-carboxylate-9-fluorenyl ...