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The Diradical‐Dication Strategy for BODIPY‐ and Porphyrin‐Based Dyes with Near‐Infrared Absorption Maxima from 1070 to 2040 nm
Author(s) -
Wei Houjia,
Feng Rui,
Fang Yong,
Wang Lei,
Chen Chao,
Zhang Li,
Cui Haiyan,
Wang Xinping
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201804449
Subject(s) - dication , diradical , photochemistry , bodipy , chromophore , porphyrin , chemistry , absorption (acoustics) , absorption spectroscopy , molecule , singlet state , materials science , fluorescence , organic chemistry , excited state , optics , atomic physics , physics , composite material
Four stable boron dipyrromethene (BODIPY)‐ and porphyrin‐based bis‐arylamine diradical dications were synthesized by two‐electron oxidation of their neutral molecules. The two BODIPY‐based dications have open‐shell singlet ground states. UV/Vis absorption spectra of all four dications showed large redshifts in the NIR region compared to their neutral precursors with absorption maxima at 1274 and 1068 nm for the two BODIPY‐based dications and 1746 and 2037 nm for the two porphyrin‐based dications. Thus, two new types of NIR dyes with longer wavelengths are provided by the diradical‐dication strategy, which can be applied for the generation of other NIR dyes with a range of different chromophores and auxochromes.