Mutual Interconversion of the Chromophoric Systems of Porphyrinogen and Isobacteriochlorin | Zendy

Angst Christof | Zendy; Kajiwara Masahiro | Zendy; Zass Engelbert | Zendy; Eschenmoser Albert | Zendy

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Mutual Interconversion of the Chromophoric Systems of Porphyrinogen and Isobacteriochlorin

Author(s) -

Angst Christof,

Kajiwara Masahiro,

Zass Engelbert,

Eschenmoser Albert

Publication year - 1980

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198001401

Subject(s) - tautomer , chemistry , ion , metal ions in aqueous solution , metal , stereochemistry , crystallography , organic chemistry

Reactions of hexahydroporphyrins in the absence of air are strongly influenced by metal ions. Thus the tetrapyrrolic porphyrinogen (1) , R = C 2 H 5 , reacts in the presence of Co 2+ via several steps, including isobacteriochlorins (2) , to give the hemicorrinoid dipyrrolic compounds (3) . These are tautomers of (1) . In the presence of Ni 2+ , (1) form complexes of the new hemicorrinoid‐pyrromethenic system (4). ttct‐(4) and tttt‐(4) were characterized by their spectra and also by X‐ray structure analysis. (The species ttt‐(2), ttt‐(3) , and tttt‐(4) likewise formed are not included in the scheme below.)

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