Foldamers as reactive sieves: Reactivity as a probe of conformational flexibility

RA Smaldone, JS Moore

Index: Smaldone, Ronald A.; Moore, Jeffrey S. Journal of the American Chemical Society, 2007 , vol. 129, # 17 p. 5444 - 5450

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Citation Number: 62

Abstract

A series of m-phenyleneethynylene (mPE) oligomers modified with a dimethylaminopyridine (DMAP) unit were treated with methyl sulfonates of varying sizes and shapes, and the relative reactivities were measured by UV spectrophotometry. Using a small-molecule DMAP analogue as a reference, each of the methyl sulfonates was shown to react at nearly identical rate. In great contrast, oligomers that are long enough to fold, and hence capable ...