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Isolation of Phlorin‐Dipyrrin Conjugates from the Acid‐Catalyzed Condensation of Dipyrromethanes and Aldehydes
Author(s) -
Gryko Daniel T.,
Koszarna Beata
Publication year - 2005
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/ejoc.200500089
Subject(s) - chemistry , conjugate , steric effects , condensation , catalysis , combinatorial chemistry , derivative (finance) , aryl , condensation reaction , organic chemistry , stereochemistry , mathematical analysis , physics , alkyl , mathematics , financial economics , economics , thermodynamics
The product distribution of the acid‐mediated condensation of dipyrromethanes and aldehydes was studied and a novel type of macrocycle phlorin‐dipyrrin conjugate was isolated and identified by X‐ray analysis. The generality of its formation from sterically hindered dipyrromethanes and pentafluorophenyldipyrromethane was demonstrated. The influence of the meso ‐aryl groups on the stability of the phlorin was studied. The reported two‐step synthesis of a phlorin derivative is one of the simplest routes leading to this type of molecules. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)