TY - JOUR
T1 - A strap strategy for construction of an excited-state intramolecular proton transfer (ESIPT) system with dual fluorescence
AU - Suzuki, Naoya
AU - Fukazawa, Aiko
AU - Nagura, Kazuhiko
AU - Saito, Shohei
AU - Kitoh-Nishioka, Hirotaka
AU - Yokogawa, Daisuke
AU - Irle, Stephan
AU - Yamaguchi, Shigehiro
PY - 2014/7/28
Y1 - 2014/7/28
N2 - 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.
AB - 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.
KW - ESIPT
KW - boron
KW - fluorescence
KW - hydrogen bonds
KW - π conjugation
UR - http://www.scopus.com/inward/record.url?scp=84905368835&partnerID=8YFLogxK
U2 - 10.1002/anie.201404867
DO - 10.1002/anie.201404867
M3 - Article
AN - SCOPUS:84905368835
SN - 1433-7851
VL - 53
SP - 8231
EP - 8235
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 31
ER -