Organic Letters 2010-04-02

Selective perborate signaling by deprotection of fluorescein and resorufin acetates.

Myung Gil Choi, Sunyoung Cha, Ji Eun Park, Haekyung Lee, Hye Lim Jeon, Suk-Kyu Chang

Index: Org. Lett. 12(7) , 1468-71, (2010)

Full Text: HTML

Abstract

The acetate derivatives of fluorescein and resorufin exhibited a prominent turn-on type signaling behavior toward BO(3)(-) ions over other common anions. Signaling is based on the selective deprotection of acetate groups by perborate, which resulted in significant chromogenic and fluorogenic signaling. Compound 1 also exhibited a pronounced perborate selectivity over other commonly used oxidants in 90% aqueous acetonitrile solution.