Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 11, Pages 2536-2547Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200801746
Keywords
electron transport; perylene diimides; polyisocyanides; polymers
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Funding
- Netherlands Organization for scientific research chemistry section
- Nanoned STW A.E.R
- Royal Netherlands Academy for Arts and Sciences (KNAW)
- ESF-SONS2-SUPRAMATES and ESF-SONS-BIONICS projects
- EU through the projects Marie Curie EST-SUPER [MEST-CT-2004-008128]
- Marie Curie RTNs PRAIRIES [MRTN-CT-2006-035810]
- ForceTool [NMP4-CT-2004-013684]
- ERA-Chemistry project SurConFold
- Regione Emilia-Romagna PRIITT Nanofaber Net-Lab
- National Science Foundation [DMR-0606028]
- Interuniversity Attraction Pole program of the Belgian Federal Science Policy Office [PAI 6/27]
- FNRS-FRFC
- Fonds pour la Formation a la Recherche dans l'Industrie et dans l'Agriculture (FRIA).
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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.
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