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Functionalization of Carbon Spheres with a Porphyrin−Ferrocene Dyad
Author(s) -
Possanza Fabio,
Limosani Francesca,
Tagliatesta Pietro,
Zai Robertino,
Scarselli Manuela,
Ciotta Erica,
Pizzoferrato Roberto
Publication year - 2018
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201800277
Subject(s) - porphyrin , ferrocene , chemistry , photochemistry , phenylene , fullerene , acceptor , molecule , carbon fibers , tetraphenylporphyrin , materials science , organic chemistry , electrochemistry , polymer , physics , electrode , composite material , composite number , condensed matter physics
Meso ‐tetraphenylporphyrin connected with a ferrocene molecule in the beta ‐position of the macrocycle through a triple carbon−carbon bond has been bound to carbon spheres using the Prato−Maggini reaction. The ethynyl or/and phenylene ethynylene subunits were chosen as a linking bridge to give a high conjugation degree between the donor (i. e., ferrocene), the photoactive compound (i. e., porphyrin), and the acceptor (i. e., carbon spheres). The molecular bridges have been directly linked to the beta ‐pyrrole positions of the porphyrin ring, generating a new example of a long‐range donor−acceptor system. Steady‐state fluorescence studies together with Raman and XPS measurements helped understanding the chemical and physical properties of the porphyrin ring in the new adduct. The spectroscopic characteristics were also compared with those obtained from a similar compound bearing fullerene instead of carbon spheres.