Electronic spectra of 1- and 9-fluorenecarboxylic acids

Add time:07/17/2019    Source:sciencedirect.com

The absorption and fluorescence spectra of 1-fluorenecarboxylic acid and its anion have indicated that charge transfer interaction between the COOH group and the fluorene ring is more than that of the COO− group with the ring, both in the S0 and S1 states. This has been explained by the greater possible resonance interaction between the aromatic ring and the COOH group than with the COO− group. The respective interactions between the COOH or the COO− group and the fluorene ring in the case of 9-fluorenecarboxylic acid is virtually negligible, both in the S0 and S1 states. The COO− group becomes coplanar with the ring when deprotonation takes place at position 9. Various proton transfer reactions have been studied and pKa values in the S0 and S1 states have been determined and discussed. The behaviour of the acids is confirmed by undertaking a similar study with their respective esters.

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