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N-Phenylfluorubine: one functional dye – chromophor, fluorophor, electron-acceptor and more†
D. M. Gampe,S. Schramm,M. Kaufmann,H. Görls,R. Beckert
New Journal of Chemistry Pub Date : 10/24/2016 00:00:00 , DOI:10.1039/C6NJ02544G
Abstract

We are presenting a new derivative of the fluorubine family which exhibits highly fluorescent activity. 5-Phenyl-dihydro[5,6,7,12,13,14]-hexaazapentacene was synthesized via two subsequent cyclization reactions starting from commercially available starting materials. Its properties were studied intensively via UV-vis and fluorescence spectroscopy, as well as cyclic voltammetry and quantum chemical calculations. Furthermore, we found a strong pH-sensitivity, which influences the photo- and electrochemical properties heavily. Thereby, it is possible to tune its properties from an electron-rich donor to a highly electron-deficient acceptor material.

Graphical abstract: N-Phenylfluorubine: one functional dye – chromophor, fluorophor, electron-acceptor and more
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