S. Iijima, K. Hori, T. Nakashima
Dec 31, 2014
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Journal
Rapid Communication in Photoscience
Abstract
: 3,7-bis(4-(diphenylamino)phenyl)-5-phenyl-5 H -benzo[ b ]phosphinedole 5-sulfide (DBPPS-TPA) and 3,7-bis(4-(diphenylamino)phenyl)-5-phenyl-5 H -benzo[ b ]phosphinedole 5-selenide (DBPPSe-TPA) are newly synthesized D-A-D type molecules based on dibenzophospholes and their physic-chemical properties are studied in comparison with a P=O type compouond, 3,7-bis(4-(diphenylamino)-5-phenyl-5 H -benzo[ b ]phosphinedole 5-oxide (DBPPO-TPA). Fluorescence emission and electrochemical redox properties of these compounds are investigated regarding results of density functional theory (DFT) calculations, X-ray crystallographic structures and UV-vis absorption spectra. These results exhibit systematic variation in optical properties of these compounds having P=O, P=S, and P=Se units. LUMO energy level is systematically modulated with different chalcogenide atoms. Heteroles In summary, DBPPS-TPA and DBPPSe-TPA are herein newly synthesized with the Lawesson’s and Woolin’s reagents respectively, and their photoluminescence and electrochemical redox properties are systematically compared with DBPPO-TPA considering the results of DFT calculations. The electron-donating nature of P=X units is softly modulated by chalcogen atoms.