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A Bis(C 60 )–Bis(phthalocyanine) Nanoconjugate: Synthesis and Photoinduced Charge Transfer
Author(s) -
Kahnt Axel,
Quintiliani Maurizio,
Vázquez Purificación,
Guldi Dirk M.,
Torres Tomás
Publication year - 2008
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.200700101
Subject(s) - intramolecular force , chemistry , moiety , phthalocyanine , photochemistry , electron transfer , cycloaddition , fullerene , photoinduced electron transfer , palladium , catalysis , stereochemistry , organic chemistry
A novel dimeric phthalocyanine–C 60 nanoconjugate, consisting of a bisphthalocyanine core to which two fullerenes are attached, has been prepared. The synthetic strategy implemented the preparation of a diformyl butadiynyl‐bridged bisphthalocynaninatozinc(II) complex by means of palladium‐catalyzed cross‐coupling reactions and subsequent dipolar cycloaddition reactions. Photophysical experiments confirm that an intramolecular electron transfer, namely, from the photoexcited ZnPc moiety to the electron‐accepting C 60 unit, governs the overall photoreactivity of the nanoconjugate. Through‐space charge‐transfer interactions facilitated by the close proximity of the ZnPc and the C 60 moieties play a decisive role in determining the lifetimes of the charge‐separated state which range from 10 −10 to 10 −9 seconds.