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Bis(aminoaryl) Carbon‐Bridged Oligo(phenylenevinylene)s Expand the Limits of Electronic Couplings
Author(s) -
Burrezo Paula Mayorga,
Lin NaiTi,
Nakabayashi Koji,
Ohkoshi Shinichi,
Calzado Eva M.,
Boj Pedro G.,
Díaz García María A.,
Franco Carlos,
Rovira Concepciò,
Veciana Jaume,
Moos Michael,
Lambert Christoph,
López Navarrete Juan T.,
Tsuji Hayato,
Nakamura Eiichi,
Casado Juan
Publication year - 2017
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.201610921
Subject(s) - dication , singlet state , antiferromagnetism , coupling (piping) , electronic structure , photochemistry , molecule , valence (chemistry) , chemistry , electrochemistry , crystallography , materials science , computational chemistry , atomic physics , condensed matter physics , physics , electrode , excited state , organic chemistry , metallurgy
Carbon‐bridged bis(aminoaryl) oligo( para ‐phenylenevinylene)s have been prepared and their optical, electrochemical, and structural properties analyzed. Their radical cations are class III and class II mixed‐valence systems, depending on the molecular size, and they show electronic couplings which are among the largest for the self‐exchange reaction of purely organic molecules. In their dication states, the antiferromagnetic coupling is progressively tuned with size from quinoidal closed‐shell to open‐shell biradicals. The data prove that the electronic coupling in the radical cations and the singlet–triplet gap in the dications show similar small attenuation factors, thus allowing charge/spin transfer over rather large distances.