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Tuning photoinduced processes of covalently bound isoalloxazine and anthraquinone bichromophores
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Farrán, Angeles, Mohanraj, John, Clarkson, Guy J., Claramunt, Rosa M., Herranz, Fernando and Accorsi, Gianluca (2013) Tuning photoinduced processes of covalently bound isoalloxazine and anthraquinone bichromophores. Photochemical & Photobiological Sciences, Volume 12 (Number 5). pp. 813-822. doi:10.1039/c3pp25321j ISSN 1474-905X.
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Official URL: http://dx.doi.org/10.1039/C3PP25321J
Abstract
We present here the synthesis of several new isoalloxazine cyclophanes containing electroactive anthraquinones linked by aliphatic chains of different lengths. Such structural changes provide different interchromophoric orientations leading to the tuning of the rate of the photoinduced electron transfer process from the anthraquinone unit towards the isoalloxazine singlet excited state. Molecular modelling studies were undertaken in order to determine the minimal energy of the proposed structures using Monte Carlo calculations (Amber, Macromodel v.8.1). The compounds have been fully characterised by NMR spectroscopy and the solid state structures of some of the macrocycles have been elucidated. The photophysical studies have been carried out in order to investigate the influence of π–π stacking on the optical properties of the macrocycles.
Item Type: | Journal Article | ||||
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Journal or Publication Title: | Photochemical & Photobiological Sciences | ||||
Publisher: | Royal Society of Chemistry | ||||
ISSN: | 1474-905X | ||||
Official Date: | 2013 | ||||
Dates: |
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Volume: | Volume 12 | ||||
Number: | Number 5 | ||||
Page Range: | pp. 813-822 | ||||
DOI: | 10.1039/c3pp25321j | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access |
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