A Strap Strategy for Construction of an Excited-State Intramolecular Proton Transfer (ESIPT) System with Dual Fluorescence

N. Suzuki, A Fukazawa, K. Nagura, S.Saito, H. Kitor-Nishioka, D. Yokogawa, S.Irle, S. Yamaguchi
Angew. Chem. 2014, 126, 1 – 6
DOI: 10.1002/ange.201404867
Article first published online: 16 JUN 2014

An amine-embedded flexible alkyl strap has been incorporated into an emissive boryl-substituted dithienylpyrrole skeleton as a new entity of excited-state intramolecular proton transfer (ESIPT) chromophores. The π-electron system shows a dual emission, which covers a wide range of the visible region depending on the solvent polarity. The incorporation of the aminoalkyl strap as well as the terminal boryl groups efficiently stabilize the zwitterionic excited-state species resulting from the ESIPT even in an aqueous medium.

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