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Synthesis and Electrochemistry of Diels‐Alder Adducts of [60] Fullerene with a Phthalocyanine and a Hemiporphyrazine
Author(s) -
Dürr Kai,
Fiedler Stefan,
Linßen Torsten,
Hirsch Andreas,
Hanack Michael
Publication year - 1997
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19971301005
Subject(s) - chemistry , adduct , fullerene , phthalocyanine , fullerene chemistry , molecule , electrochemistry , photochemistry , acceptor , polycyclic compound , diels–alder reaction , medicinal chemistry , organic chemistry , catalysis , physics , electrode , condensed matter physics
The synthesis of a new Diels‐Alder adduct 7 of [60]fullerene and a phthalocyaninenickel compound containing a longer spacer than the originally reported Diels‐Alder adduct 1 is described. The bisenophilic hemiporphyrazinenickel compound 11 reacts with [60]fullerene to form a Diels‐Alder adduct 12 containing two fullerene units. Spectroelectrochemical investigations of 7 and 12 reveal multiple reductions, which are attributed to the corresponding subunits of the molecules. In contrast to 1 , the election acceptor properties of the [60]fullerene unit in both molecules have no influence on the electronic properties of the phthalocyanine and hemiporphyrazine, respectively.