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Subporphyrins with an Axial BC Bond
Author(s) -
Saga Shun,
Hayashi Shinya,
Yoshida Kouta,
Tsurumaki Eiji,
Kim Pyosang,
Sung Young Mo,
Sung Jooyoung,
Tanaka Takayuki,
Kim Dongho,
Osuka Atsuhiro
Publication year - 2013
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.201302454
Subject(s) - aryl , reagent , quenching (fluorescence) , conjugated system , chemistry , group (periodic table) , medicinal chemistry , fluorescence , crystallography , photochemistry , organic chemistry , alkyl , physics , optics , polymer
Axial fabrications of subporphyrins have been conveniently accomplished by the reaction of B(methoxo)triphenylsubporphyrin with Grignard reagents such as aryl‐, heteroaryl‐, ferrocenyl‐, β‐styryl‐, phenylethynyl‐, and ethylmagnesium bromides. The axial groups thus introduced are not conjugated with the subporphyrin core. This situation leads to effective fluorescence quenching of subporphyrins when the axial group is strongly electron donating such as 4‐dimethylaminophenyl and ferrocenyl groups.