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A Cyclic Porphyrin Tetramer Linked by Azo and Butadiyne Bridges
Author(s) -
Bašić Bruno,
McMurtrie John C.,
Arnold Dennis P.
Publication year - 2010
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.201000388
Subject(s) - tetramer , chemistry , porphyrin , dimer , oligomer , crystallography , photochemistry , stereochemistry , polymer chemistry , organic chemistry , enzyme
Abstract A soluble cyclic porphyrin oligomer (CPO) consisting of four 5,10‐diarylporphyrins linked by alternating azo and butadiyne bridges has been synthesised via an aminated dinickel(II) butadiyne dimer. This is the first cyclic tetramer that combines both azo and butadiyne bridges and extends the azoporphyrin family, which comprises only a very few examples. The electronic absorption spectrum of the tetramer is more similar to spectra of azoporphyrins than to those of butadiyne‐linked dimers or tetramer, exhibiting a two‐component Soret band with a splitting of 4190 cm –1 and a strongly red‐shifted Q band maximum at 735 nm.