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Self‐Assembled Azaphthalocyanine Dimers with Higher Fluorescence and Singlet Oxygen Quantum Yields than the Corresponding Monomers
Author(s) -
Novakova Veronika,
Zimcik Petr,
Kopecky Kamil,
Miletin Miroslav,
Kuneš Jiří,
Lang Kamil
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800317
Subject(s) - chemistry , intramolecular force , singlet oxygen , photochemistry , monomer , quenching (fluorescence) , singlet state , fluorescence , pyridine , photoinduced electron transfer , molecule , electron transfer , oxygen , stereochemistry , excited state , organic chemistry , polymer , physics , quantum mechanics , nuclear physics
In this work, we describe diethylamino‐substituted metalazaphthalocyanines that form self‐assembled J‐dimers in noncoordinating solvents. The dimers are formed by the coordination of the free electron pair of one diethylamino group with the central metal of the adjacent molecule. The addition of pyridine leads to monomerization and considerable quenching of fluorescence and singlet oxygen formation as a result of intramolecular photoinduced singlet electron transfer (PET). PET is efficiently inhibited in dimers; therefore, dimers have higher fluorescence and singlet oxygen quantum yields than the corresponding monomers.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)