by Farrán, Angeles, Mohanraj, John, Clarkson, Guy J, Claramunt, Rosa M, Herranz, Fernando and Accorsi, Gianluca
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 $pi$-$pi$ stacking on the optical properties of the macrocycles.
Reference:
Tuning photoinduced processes of covalently bound isoalloxazine and anthraquinone bichromophores. (Farrán, Angeles, Mohanraj, John, Clarkson, Guy J, Claramunt, Rosa M, Herranz, Fernando and Accorsi, Gianluca), In Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, volume 12, 2013.
Bibtex Entry:
@article{Farran:2013dt,
author = {Farr{'a}n, Angeles and Mohanraj, John and Clarkson, Guy J and Claramunt, Rosa M and Herranz, Fernando and Accorsi, Gianluca},
title = {{Tuning photoinduced processes of covalently bound isoalloxazine and anthraquinone bichromophores.}},
journal = {Photochemical {&} photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology},
year = {2013},
volume = {12},
number = {5},
pages = {813--822},
month = may,
affiliation = {Departamento de Qu{'i}mica Org{'a}nica y Bio-Org{'a}nica, Facultad de Ciencias, Universidad Nacional de Educaci{'o}n a Distancia, Paseo Senda del Rey 9, 28040 Madrid, Spain. afarran@ccia.uned.es},
doi = {10.1039/c3pp25321j},
pmid = {23377285},
language = {English},
rating = {0},
date-added = {2013-11-24T10:29:08GMT},
date-modified = {2020-07-09T13:27:49GMT},
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 $pi$-$pi$ stacking on the optical properties of the macrocycles.},
url = {http://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pubmed&id=23377285&retmode=ref&cmd=prlinks},
uri = {url{papers3://publication/doi/10.1039/c3pp25321j}}
}