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First Synthesis of Azachlorins and Azacorrins with a N‐Atom in β ‐Pyrrolic Positions
Author(s) -
Vu Nghiem Hai,
Damke JanErik,
Borrmann Tobias,
LatosGrażyński Lechosław,
Montforts FranzPeter
Publication year - 2014
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300303
Subject(s) - chemistry , moiety , corrin , imidazole , stereochemistry , chlorin , metal , atom (system on chip) , crystallography , ring (chemistry) , photochemistry , porphyrin , organic chemistry , computer science , embedded system
Azachlorins 7 and 11 , and azahexadehydrocorrin rac ‐ 10 are novel structural types of tetrapyrrolic macrocycles. Synthesis of the target structures bearing N‐atoms in the β ‐periphery of the macrotetracycles could be achieved by attaching an imidazole moiety 4 to the tricyclic Ni complex rac ‐ 5 , followed by cyclization. Depending on the central metal ion of the bilin intermediates rac ‐ 6a and rac ‐ 6b , chlorin‐ or corrin‐type structures were formed by cyclization.