Solution 1H NMR confirmation of folding in short o-phenylene ethynylene oligomers

Ticora V Jones; Morris M Slutsky; Roberto Laos; Tom F A de Greef; Gregory N Tew

doi:10.1021/ja053530+

Solution 1H NMR confirmation of folding in short o-phenylene ethynylene oligomers

J Am Chem Soc. 2005 Dec 14;127(49):17235-40. doi: 10.1021/ja053530+.

Authors

Ticora V Jones¹, Morris M Slutsky, Roberto Laos, Tom F A de Greef, Gregory N Tew

Affiliation

¹ Polymer Science & Engineering, University of Massachusetts, Amherst, Massachusetts 01003, USA.

PMID: 16332071
DOI: 10.1021/ja053530+

Abstract

Oligomers based on an o-phenylene ethynylene (oPE) backbone with polar substituents have been synthesized using Sonogashira methods. Folding of these extremely short oligomers was confirmed via 1D and 2D (NOESY) NMR methods. Utilizing electron-rich and electron-poor phenylene building blocks, variations of these oPE oligomers have been synthesized to determine the folded stability of pi-rich vs pi-poor vs pi-rich-pi-poor systems. Slight variations in temperature offer a route, aside from solvent denaturation, to probe the stability of the folded structure. This is the first report of an NMR solution characterization of folding for a PE backbone without hydrogen bonds.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Alkynes / chemistry*
Magnetic Resonance Spectroscopy*
Models, Molecular
Molecular Conformation

Substances

Alkynes
o-phenylene ethynylene