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The mixed‐aldehyde synthesis of difunctional tetraarylporphyrins
Author(s) -
Little Robert G.
Publication year - 1981
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570180126
Subject(s) - chemistry , aldehyde , alkoxy group , medicinal chemistry , porphyrin , organic chemistry , stereochemistry , catalysis , alkyl
The synthesis is reported of nine unsymmetrical, meso ‐substituted porphyrins. Among the compounds prepared are the following 5‐( R )‐10,15,20‐tri‐ p ‐tolylporphyrins; R = 2,6‐dinitrophenyl, 4‐hydroxy‐3‐ethoxy‐phenyl, 4‐hydroxy‐3‐methoxy‐5‐nitrophenyl, 5‐hydroxy‐2‐nitrophenyl and 4‐hydroxy‐3‐nitrophenyl. Other porphyrins reported include 5‐(2‐(1‐butoxy)phenyl)‐15‐(2‐nitrophenyl)‐10‐15‐di‐ p ‐tolylporphyrin and the two 5‐( R )‐10‐15,20‐tripropylporphyrins in which R = 2‐nitrophenyl and 2‐hydroxyphenyl. The disubstituted porphyrins offer a rational route to the synthesis of difunctional “tailed‐porphyrins”.