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On the methylation of 5‐(4‐alkoxyphenyl)‐15‐(4‐pyridyl)porphyrins
Author(s) -
Roeterdink F.,
van der Plas H. C.
Publication year - 1990
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.5570270641
Subject(s) - chemistry , condensation , porphyrin , methylation , salt (chemistry) , medicinal chemistry , organic chemistry , condensation reaction , catalysis , biochemistry , physics , gene , thermodynamics
Mixed condensation of 3,3′‐diethyl‐4,4′‐dimethyl‐2,2′‐dipyrrolylmethane 1 with 4‐formylpyridine 2 and 4‐alkoxybenzaldehyde 3 in acid medium and subsequent oxidation of the reaction mixture with DDQ gives, among other compounds, title compound 5 . An efficient methylation procedure of the pyridyl group in 5‐(4‐alkyoxyphenyl)‐15‐(4‐pyridyl)porphyrins is described. Mixed condensation of 1 with N ‐methyl‐4‐formylpyridinium salt 9 and 3 yields among other compounds 5‐(4‐ N ‐methylpyridiniumiodide)porphyrin 10 .