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

T.V. Jones, M.M. Slutsky, R. Laos, T.F.A. Greef, de, G.N. Tew

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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 p-rich vs p-poor vs p-rich-p-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.
Original languageEnglish
Pages (from-to)17235-17240
Number of pages6
JournalJournal of the American Chemical Society
Volume127
Issue number49
DOIs
Publication statusPublished - 2005

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