Multichromophoric phthalocyanine-(perylenediimide)(8) molecules: a photophysical study

Chemistry : a European Journal
Sebastian Albert-SeifriedAlan E Rowan

Abstract

We describe the synthesis of a series of phthalocyanine (Pc)-perylenediimide (PDI)(8) "octad" molecules, in which eight PDI moieties are attached to a Pc core through alkyl-chain linkers. There is clear spectroscopic evidence that these octads can exist as non-aggregated "monomers" or form aggregates along the Pc cores, depending on the type of Pc and the solvent medium. In the low dielectric constant solvents, into which the octads are soluble, photoexcitation of the PDI units leads to rapid energy transfer to the Pc centre, rather than a charge separation between moieties. In octad monomers, the Pc singlet excited-state decays within tens of ps, whereas the excitons are stabilised in the aggregated form of the molecules, typically with lifetimes in the order of 1-10 ns. By contrast, in an octad design in which pi-pi interactions are suppressed by the steric hindrance of a corona of incompatible glycol tails around the molecule, a more straightforward photophysical interaction of Förster energy transfer between the PDI moieties and Pc core may be inferred. We consider these molecules as prototypical multichromophoric aggregates, giving delocalised states with considerable flexibility of design.

References

Feb 13, 2001·Trends in Plant Science·R E Blankenship
Jul 20, 2002·Photochemistry and Photobiology·Ernesto Mariño-OchoaAna L Moore
Aug 9, 2002·Journal of the American Chemical Society·Tamar van der BoomMichael R Wasielewski
Jul 21, 2004·Chemical Communications : Chem Comm·Frank Würthner
Sep 30, 2004·Journal of the American Chemical Society·Boris RybtchinskiMichael R Wasielewski
Jul 26, 2005·Chemical Communications : Chem Comm·Shunichi FukuzumiAngela Sastre-Santos
Jul 13, 2006·The Journal of Physical Chemistry. a·Michael W HolmanCarlos Silva
Oct 7, 2008·The Journal of Physical Chemistry. a·Shunichi FukuzumiAngela Sastre-Santos
Nov 28, 2008·The Journal of Organic Chemistry·Michal JurícekAlan E Rowan
Nov 28, 2008·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Silvia E BraslavskyJakob Wirz
Jul 16, 2009·Macromolecular Rapid Communications·Frédéric LaquaiThomas Basché

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Citations

Aug 3, 2013·Journal of the American Chemical Society·Giuseppe SforazziniStefan Matile
Aug 15, 2013·The Journal of Organic Chemistry·Mykhaylo MyahkostupovFelix N Castellano
May 11, 2011·Chemical Communications : Chem Comm·Michal JuríčekAlan E Rowan
May 19, 2012·Chemical Communications : Chem Comm·Vicente M Blas-FerrandoAngela Sastre-Santos
Aug 14, 2015·Chemical Reviews·Frank WürthnerDavid Schmidt
Jul 3, 2019·Chemistry : a European Journal·Nathalie Zink-LorreFernando Fernández-Lázaro
Nov 25, 2017·Physical Chemistry Chemical Physics : PCCP·C A Fuller, C E Finlayson

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