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Synthesis and Light‐Harvesting Properties of Niphaphyrins
Author(s) -
Mongin Olivier,
Hoyler Nicolas,
Gossauer Albert
Publication year - 2000
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 - 10.1002/1099-0690(200004)2000:7<1193::aid-ejoc1193>3.0.co;2-e
Subject(s) - porphyrin , chemistry , chromophore , photochemistry , zinc , free base , energy transfer , chelation , excited state , combinatorial chemistry , organic chemistry , chemical physics , salt (chemistry) , physics , nuclear physics
The synthesis of niphaphyrins , a new class of rigid, snowflake‐shaped porphyrin hexamers designed to mimic the light‐harvesting antenna complexes of photosynthetic purple bacteria, is described. In these D 6 ‐ or D 3 ‐symmetric assemblies, six porphyrin macrocycles, as free bases or as zinc chelates, are covalently attached to the six positions of a benzene core through rigid ethynyl linkers. A very efficient singlet excited‐state energy transfer has been observed from the Zn chelates to the free‐base porphyrin (Fb) chromophores in a niphaphyrin in which three zinc porphyrin chelates alternate with three porphyrin free bases. The overall yield of energy transfer (Φ ET ) has been estimated as 98%.