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Alkylation and Reduction of Porphyrins and N ‐Substituted Porphyrins: New Routes to Chlorins and Phlorins
Author(s) -
Krattinger Bénédicte,
Callot Henry J.
Publication year - 1999
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/(sici)1099-0690(199908)1999:8<1857::aid-ejoc1857>3.0.co;2-o
Subject(s) - chemistry , alkylation , porphyrin , combinatorial chemistry , reduction (mathematics) , base (topology) , organic chemistry , catalysis , mathematical analysis , geometry , mathematics
On reaction with organolithium compounds, N ‐substituted metalloporphyrins gave mixtures of mono‐β‐alkylated chlorins and hydroxychlorins, whereas free‐base porphyrins give meso ‐ + β‐ mono‐ and dialkylated products. Reduction of N ‐substituted porphyrins with tosylhydrazine or sodium tetrahydroborate opened new routes to stable phlorins.