Excited-state photodynamics of perylene-porphyrin dyads. 5. Tuning light-harvesting characteristics via perylene substituents, connection motif, and three-dimensional architecture

The Journal of Physical Chemistry. B
Christine KirmaierDewey Holten

Abstract

Seven perylene-porphyrin dyads were examined with the goal of identifying those most suitable for components of light-harvesting systems. The ideal dyad should exhibit strong absorption by the perylene in the green, undergo rapid and efficient excited-state energy transfer from perylene to porphyrin, and avoid electron-transfer quenching of the porphyrin excited state by the perylene in the medium of interest. Four dyads have different perylenes at the p-position of the meso-aryl group on the zinc porphyrin. The most suitable perylene identified in that set was then incorporated at the m- or o-position of the zinc porphyrin, affording two other dyads. An analogue of the o-substituted architecture was prepared in which the zinc porphyrin was replaced with the free base porphyrin. The perylene in each dyad is a monoimide derivative; the perylenes differ in attachment of the linker (either via a diphenylethyne linker at the N-imide or an ethynylphenyl linker at the C9 position) and the number (0-3) of 4-tert-butylphenoxy groups (which increase solubility and slightly alter the electrochemical potentials). In the p-linked dyad, the monophenoxy perylene with an N-imide diphenylethyne linker is superior in providing rapid and essenti...Continue Reading

References

May 25, 2002·The Journal of Organic Chemistry·Arounaguiry AmbroiseJonathan S Lindsey
Aug 9, 2002·Journal of the American Chemical Society·Tamar van der BoomMichael R Wasielewski
Jul 21, 2004·Chemical Communications : Chem Comm·Frank Würthner
Jul 21, 2006·The Journal of Physical Chemistry. B·Hooi Ling KeeDewey Holten
Feb 27, 2007·Journal of the American Chemical Society·Richard F KelleyMichael R Wasielewski
Mar 16, 2007·Physical Chemistry Chemical Physics : PCCP·Michael J AhrensMichael R Wasielewski
Jan 27, 2009·Chemical Society Reviews·Zhijian ChenFrank Würthner
Oct 2, 2009·The Journal of Physical Chemistry. a·Susan A OdomSeth R Marder

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Citations

Jan 9, 2013·Bioconjugate Chemistry·Timm HeekRainer Haag
Feb 9, 2012·Physical Chemistry Chemical Physics : PCCP·Kathrin M LangeEmad F Aziz
Oct 14, 2014·Chemical Communications : Chem Comm·Eric J AlexyJonathan S Lindsey
Sep 1, 2015·The Journal of Physical Chemistry. a·Judah S HighElena Jakubikova
Oct 7, 2016·Chemical Reviews·Satoru HirotoHiroshi Shinokubo
Nov 30, 2018·Physical Chemistry Chemical Physics : PCCP·Romain LetrunEric Vauthey
Jan 21, 2014·Nature Nanotechnology·James A HutchisonJohan Hofkens
Feb 4, 2014·Physical Chemistry Chemical Physics : PCCP·Diego VillamainaEric Vauthey
Feb 22, 2013·Advanced Materials·M Mas-TorrentJ Veciana
Sep 17, 2016·The Journal of Physical Chemistry. a·Javad AmanpourDewey Holten

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