4.8 Article

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

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 31, Pages 8231-8235

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201404867

Keywords

boron; ESIPT; fluorescence; hydrogen bonds; pi conjugation

Funding

  1. JST, CREST
  2. Grants-in-Aid for Scientific Research [24109007, 24750015] Funding Source: KAKEN

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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 pi-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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