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Sequence dependence of methylation rate enhancement in meta-phenyleneethynylene foldamers†
Ronald A. Smaldone,Jeffrey S. Moore
Chemical Communications Pub Date : 01/03/2008 00:00:00 , DOI:10.1039/B716122K
Abstract

The methylation rates of a meta-phenyleneethynylene (mPE) oligomer with a terminally-attached 4-dimethylaminopyridine (DMAP) residue are reported for a series of linear and branched methyl sulfonates; these data show that selective methylation is enhanced by locating the DMAP unit at the midpoint of the sequence, allowing the foldamer cavity to function as a reactive sieve.

Graphical abstract: Sequence dependence of methylation rate enhancement in meta-phenyleneethynylene foldamers
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