Substituted 1, 3-bis (imino) isoindole diols: a new class of proton transfer dyes

…, N Patel, MT Whited, PI Djurovich, ME Thompson

Index: Hanson, Kenneth; Patel, Niral; Whited, Matthew T.; Djurovich, Peter I.; Thompson, Mark E. Organic Letters, 2011 , vol. 13, # 7 p. 1598 - 1601

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Citation Number: 22

Abstract

A new class of excited-state intramolecular proton transfer (ESIPT) dyes based on a 1, 3-bis (imino) isoindole diol motif has been prepared. These molecules exhibit orange emission (∼ 600 nm) with a large apparent Stokes shift (> 6000 cm− 1) and quantum efficiencies up to 45%. Selective modification of the substitutents can be used to shift the equilibrium between the enol and keto forms of the molecule in both the ground and excited states.