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Synthesis and Photophysical Investigation of Tetraazaporphyrin Substituted with Aggregation‐Induced Emission (AIE) Active Moieties
Author(s) -
Tasso Thiago Teixeira,
Furuyama Taniyuki,
Mack John,
Nyokong Tebello,
Kobayashi Nagao
Publication year - 2015
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201500726
Subject(s) - chemistry , tetraphenylethylene , photochemistry , singlet oxygen , fluorescence , singlet state , ring (chemistry) , quantum yield , emission spectrum , absorption (acoustics) , aggregation induced emission , phosphorescence , absorption spectroscopy , excited state , spectral line , oxygen , atomic physics , organic chemistry , physics , quantum mechanics , astronomy , acoustics
The synthesis and characterization of free‐base and Zn II tetraazaporphyrins with tetraphenylethylene (TPE) or diphenylphenanthrene (DPP) moieties that are known to be aggregation‐induced emission (AIE) active is reported. The optical spectra contain the characteristic Q and B absorption bands of Gouterman's four‐orbital model and a broad envelope of weaker charge‐transfer bands in the 450–600 nm region. The observed fluorescence emission lies beyond 670 nm and originates exclusively from the decay of the S 1 state of the macrocycle, regardless of the excitation wavelength used. Theoretical calculations provide further evidence of strong electronic communication between the peripheral TPE or DPP moieties and the central ring. The Zn II complexes were found to have relatively high singlet‐oxygen quantum yields.