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Synthesis and Characterization of Bis(chlorin)s from the McMurry Reaction of Formylchlorins
Author(s) -
Jaquinod Laurent,
Nurco Daniel J.,
Medforth Craig J.,
Pandey Ravindra K.,
Forsyth Timothy P.,
Olmstead Marilyn M.,
Smith Kevin M.
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199610131
Subject(s) - chlorin , porphyrin , chemistry , isomerization , photochemistry , toluene , zinc , acetic acid , nickel , ethylene , coupling reaction , organic chemistry , catalysis
The first ethylene‐bridged bis(chlorins) (for example 1 ) were obtained by coupling reactions of formylchlorins, either as the nickel( II ) or zinc( II ) complexes, with lowvalent titanium. They can be partially oxidized at reflux in toluene/acetic acid to afford trans ‐chlorin/porphyrin compounds, or fully oxidized with isomerization to the cis ‐configured bis(porphyrin)s.