Document Type

Article

Department/Program

Chemistry

Journal Title

ACS OMEGA

Pub Date

5-2-2018

Volume

3

Issue

5

First Page

4816

Abstract

1-Propionyl-5-dimethylaminonaphthalene (8, 1,5-Prodan) and two derivatives where the amino group is constrained in a seven-membered (9) and five-membered (10) ring are prepared. All three exhibit strong fluorescence and similar degrees of solvatochromism. Their fluorescence is strongly quenched in alcohol solvents. Because the amino group in 9 and especially 10 is forced to be coplanar with the naphthalene ring, the similar photophysical behavior of all three suggests that emission arises from a planar excited state (planar intramolecular charge transfer).

DOI

10.1021/acsomega.8b00423

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