Abstract

Abstract The synthesis and photophysical properties of a fluorescent anthracene–urea derivative, which can associate with anions, such as acetate or phosphate, by hydrogen-bonding, are reported. A new anthracene derivative bearing phenylurea group at the 9-position of anthracene, 1-anthracen-9-yl-3-phenylurea, (9PUA) was prepared. 9PUA was found to exhibit strong selectivity in relation to anions, some of which showed a remarkable change in emission. 9PUA had a monomer emission maximum at 450 nm, and the monomer emission was quenched to give a new emission with a maximum at 580 nm on the addition of acetate anion. The emission at 580 nm was assigned to a tautomer form of 9PUA generated by intermolecular proton transfer as a result of an excited-state reaction with acetate anion.

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