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Light‐Driven Charge Separation in Isoxazolidine–Perylene Bisimide Dyads
Author(s) -
Langhals Heinz,
Obermeier Andreas,
Floredo Yvonne,
Zanelli Alberto,
Flamigni Lucia
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200901839
Subject(s) - perylene , dichloromethane , photochemistry , chromophore , toluene , solvent polarity , charge (physics) , chemistry , electron acceptor , solvent , electron donor , polarity (international relations) , materials science , molecule , organic chemistry , catalysis , physics , biochemistry , quantum mechanics , cell
A series of arrays for light‐driven charge separation is presented, in which perylene tetracarboxylic bisimide is the light‐absorbing chromophore and electron acceptor, whereas isoxazolidines are colourless electron donors, the electron‐releasing properties of which are increased with respect to the amino group by means of the α‐effect. Charge separation (CS) in toluene over a distance ranging from ≈10 to ≈16 Å, with efficiencies of ≈95 to ≈50 % and CS lifetimes from 300 ps to 15 ns, are demonstrated. In dichloromethane the charge recombination reaction is faster than charge separation, preventing accumulation of the CS state. The effects of solvent polarity and molecular structure are discussed in the frame of current theories.