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A Versatile and Convenient Method for the Functionalization of Porphyrins
Author(s) -
Didier Amandine,
Michaudet Lydie,
Ricard David,
BaveuxChambenoît Valérie,
Richard Philippe,
Boitrel Bernard
Publication year - 2001
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 - 10.1002/1099-0690(200105)2001:10<1927::aid-ejoc1917>3.0.co;2-5
Subject(s) - porphyrin , surface modification , atropisomer , chemistry , combinatorial chemistry , reagent , nucleophile , chloride , condensation , cytochrome c oxidase , heme , photochemistry , organic chemistry , catalysis , enzyme , physics , thermodynamics
The condensation of 3‐(chloromethyl)benzoyl chloride with different atropisomers of meso ‐(tetra‐ o ‐aminophenyl)porphyrin (TAPP), followed by the reaction of a series of nucleophilic reagents leads, among others, to precursors of biomimetic models of heme proteins such as cytochrome c oxidase (C c O). This synthesis can also be applied as an efficient two‐step reaction to obtain highly functionalized porphyrin derivatives potentially useful for cation binding.