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"Helter-Skelter-Like" Perylene Polyisocyanopeptides

Schwartz, Erik; Palermo, Vincenzo; Finlayson, Chris E.; Huang, Ya-Shih; Otten, Matthijs B. L.; Liscio, Andrea; Trapani, Sara; Gonzalez-Valls, Irene; Brocorens, Patrick and Cornelissen, Jeroen J. L. M., et al. (2009) In Chemistry: A European Journal 15(11). p.2536-2547
Abstract
We report on a combined experimental and computational investigation on the synthesis and thorough characterization of the structure of perylene-functionalized polyisocyanides. Spectroscopic analyses and extensive molecular dynamics studies revealed a well defined 4, helix in which the perylene molecules form four "helter skelter-like" overlapping pathways along which excitons and electrons can rapidly migrate. The well-defined polymer scaffold stabilized by hydrogen bonding, to which the chromophores are attached, accounts for the precise architectural definition, and molecular stiffness observed for these molecules. Molecular-dynamics studies showed that the chirality present in these polymers is expressed in the formation of stable... (More)
We report on a combined experimental and computational investigation on the synthesis and thorough characterization of the structure of perylene-functionalized polyisocyanides. Spectroscopic analyses and extensive molecular dynamics studies revealed a well defined 4, helix in which the perylene molecules form four "helter skelter-like" overlapping pathways along which excitons and electrons can rapidly migrate. The well-defined polymer scaffold stabilized by hydrogen bonding, to which the chromophores are attached, accounts for the precise architectural definition, and molecular stiffness observed for these molecules. Molecular-dynamics studies showed that the chirality present in these polymers is expressed in the formation of stable right-handed helices. The formation of chiral supramolecular structures is further supported by the measured and calculated bisignated Cotton effect. The structural definition of the chromophores aligned in one direction along the backbone is highlighted by the extremely efficient exciton migration rates and charge densities measured with Transient Absorption Spectroscopy. (Less)
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Contribution to journal
publication status
published
subject
keywords
polyisocyanides, electron transport, perylene diimides, polymers
in
Chemistry: A European Journal
volume
15
issue
11
pages
2536 - 2547
publisher
John Wiley & Sons
external identifiers
  • wos:000264313300010
  • scopus:61949288766
ISSN
1521-3765
DOI
10.1002/chem.200801746
language
English
LU publication?
yes
id
92ba5a14-b75e-42c6-a216-aae57c267d67 (old id 1401887)
date added to LUP
2009-05-28 14:34:08
date last changed
2017-12-10 04:06:50
@article{92ba5a14-b75e-42c6-a216-aae57c267d67,
  abstract     = {We report on a combined experimental and computational investigation on the synthesis and thorough characterization of the structure of perylene-functionalized polyisocyanides. Spectroscopic analyses and extensive molecular dynamics studies revealed a well defined 4, helix in which the perylene molecules form four "helter skelter-like" overlapping pathways along which excitons and electrons can rapidly migrate. The well-defined polymer scaffold stabilized by hydrogen bonding, to which the chromophores are attached, accounts for the precise architectural definition, and molecular stiffness observed for these molecules. Molecular-dynamics studies showed that the chirality present in these polymers is expressed in the formation of stable right-handed helices. The formation of chiral supramolecular structures is further supported by the measured and calculated bisignated Cotton effect. The structural definition of the chromophores aligned in one direction along the backbone is highlighted by the extremely efficient exciton migration rates and charge densities measured with Transient Absorption Spectroscopy.},
  author       = {Schwartz, Erik and Palermo, Vincenzo and Finlayson, Chris E. and Huang, Ya-Shih and Otten, Matthijs B. L. and Liscio, Andrea and Trapani, Sara and Gonzalez-Valls, Irene and Brocorens, Patrick and Cornelissen, Jeroen J. L. M. and Peneva, Kalina and Muellen, Klaus and Spano, Frank C. and Yartsev, Arkady and Westenhoff, Sebastian and Friend, Richard H. and Beljonne, David and Nolte, Roeland J. M. and Samori, Paolo and Rowan, Alan E.},
  issn         = {1521-3765},
  keyword      = {polyisocyanides,electron transport,perylene diimides,polymers},
  language     = {eng},
  number       = {11},
  pages        = {2536--2547},
  publisher    = {John Wiley & Sons},
  series       = {Chemistry: A European Journal},
  title        = {"Helter-Skelter-Like" Perylene Polyisocyanopeptides},
  url          = {http://dx.doi.org/10.1002/chem.200801746},
  volume       = {15},
  year         = {2009},
}