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Electronic Communication between two [10]cycloparaphenylenes and Bis(azafullerene) (C 59 N) 2 Induced by Cooperative Complexation
Author(s) -
Rio Jérémy,
Beeck Sebastian,
Rotas Georgios,
Ahles Sebastian,
Jacquemin Denis,
Tagmatarchis Nikos,
Ewels Chris,
Wegner Hermann A.
Publication year - 2018
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/anie.201713197
Subject(s) - photoexcitation , excited state , fullerene , supramolecular chemistry , electronic structure , metallofullerene , electron transfer , ground state , materials science , redox , chemistry , crystallography , computational chemistry , photochemistry , atomic physics , physics , organic chemistry , crystal structure
The complex of [10]cycloparaphenylene ([10]CPP) with bis(azafullerene) (C 59 N) 2 is investigated experimentally and computationally. Two [10]CPP rings are bound to the dimeric azafullerene giving [10]CPP⊃(C 59 N) 2 ⊂[10]CPP. Photophysical and redox properties support an electronic interaction between the components especially when the second [10]CPP is bound. Unlike [10]CPP⊃C 60 , in which there is negligible electronic communication between the two species, upon photoexcitation a partial charge transfer phenomenon is revealed between [10]CPP and (C 59 N) 2 reminiscent of CPP‐encapsulated metallofullerenes. Such an alternative electron‐rich fullerene species demonstrates C 60 ‐like ground‐state properties and metallofullerene‐like excited‐state properties opening new avenues for construction of functional supramolecular architectures with organic materials.