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Org Lett. 2008 Oct 2;10(19):4283-6. doi: 10.1021/ol801677s. Epub 2008 Sep 9.

Folding a conjugated chain: oligo(o-phenyleneethynylene-alt-p-phenyleneethynylene).

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  • 1Beijing National Laboratory for Molecular Sciences (BNLMS), Department of Applied Chemistry and the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.

Abstract

An oligo( o-phenyleneethynylene- alt- p-phenyleneethynylene) was synthesized to create a conjugated molecule capable of adopting a helical secondary structure. A special feature of such a folded molecule is that the effective directions of energy/charge transport via covalent conjugation and through pi-pi stacking are converged to be along the helix axis. The transition from random conformations to the helix, driven by solvophobic and aromatic stacking interactions, was controlled by solvent properties. UV-vis and fluorescence spectroscopies gave supportive evidence for the folding process.

PMID:
18778081
[PubMed - indexed for MEDLINE]
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