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A Tetraphenylporphyrin with Four Fullerene Substituents
Author(s) -
Nierengarten JeanFrançois,
Schall Corinne,
Nicoud JeanFrançois
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19980803)37:13/14<1934::aid-anie1934>3.0.co;2-m
Subject(s) - tetraphenylporphyrin , fullerene , chemistry , materials science , photochemistry , polymer science , porphyrin , polymer chemistry , organic chemistry
A strong effect on the redox properties of the porphyrin moiety is exerted by the four fullerene groups in 1 (R=C 12 H 25 ). The potential of the first oxidation step is significantly more anodic than that for an analogous porphyrin with no fullerene substituent. Compound 1 was prepared by a BF 3 ‐catalyzed reaction between pyrrole and a CHO‐functionalized bis‐adduct of C 60 obtained through a double Bingel addition.