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Effect on Charge Transfer and Charge Recombination by Insertion of a Naphthalene-Based Bridge in Molecular Dyads Based on Borondipyrromethene (Bodipy)

Lookup NU author(s): Professor Andrew Benniston, Sophie Clift, Dr Jerry Hagon, Emeritus Professor Bill CleggORCiD, Dr Ross Harrington


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The photophysical properties of two related dyads based on a N,N-dimethylaniline donor coupled to a fully-alkylated boron dipyrromethene (Bodipy) acceptor are described. In one dyad, BD1, the donor unit is attached directly to the Bodipy group, whereas in the second dyad, BD2, a naphthalene spacer separates the two units. Cyclic voltammograms recorded for the two dyads in deoxygenated MeCN containing a background electrolyte are consistent with the reversible one-electron oxidation of the N,N-dimethylaniline group and the reversible one-electron reduction of the Bodipy nucleus. There is a reasonable driving force (Delta G(CT)) for photoinduced charge transfer from the N,N-dimethylaniline to the Bodipy segment in MeCN. The charge-transfer state is formed for BD1 extremely fast (1.5 ps), but decays over 140 ps to partially restore the ground state. On the other hand, the charge-transfer state for BD2 is formed more slowly, but it decays extremely rapidly. Charge recombination for both dyads leads to a partial triplet formation on the Bodipy group. The naphthalene spacer group is extremely efficient at promoting back electron transfer.

Publication metadata

Author(s): Benniston AC, Clift S, Hagon J, Lemmetyinen H, Tkachenko NV, Clegg W, Harrington RW

Publication type: Article

Publication status: Published

Journal: ChemPhysChem

Year: 2012

Volume: 13

Issue: 16

Pages: 3672-3681

Print publication date: 21/08/2012

ISSN (print): 1439-4235

ISSN (electronic): 1439-7641

Publisher: Wiley - V C H Verlag GmbH & Co. KGaA

URL: .http;//

DOI: 10.1002/cphc.201200510


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Funder referenceFunder name
EP/F03637X/1Engineering and Physical Sciences Research Council (EPSRC)
EP/G04094X/1Engineering and Physical Sciences Research Council (EPSRC)