Synthesis of new dialkylaminopyridine acylation catalysts and their attachment to insoluble polymer supports

André Deratani, Graham D. Darling, Jean M.J. Fréchet*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Dialkylaminopyridines whose N-substituents bear a hydroxyl or amino group can be made economically from 4-cyanopyridine. Simple but selective alkylation of these compounds with commercial (chloromethyl) or (3-bromopropyl) polystyrene gives several new solid-phase catalysts which are highly active in promoting the acylation of hindered alcohols. Comparison of syntheses and reactivities, among these and some other heterocyclic polymers, illustrates several useful general principles of reactive polymer chemistry such as local concentration and microenvironment effects.

Original languageEnglish (US)
Pages (from-to)825-830
Number of pages6
JournalPolymer
Volume28
Issue number5
DOIs
StatePublished - Apr 1987
Externally publishedYes

Keywords

  • DMAP
  • dialkylaminopyridine
  • microenvironment effect
  • polymer-bound catalyst
  • synthesis

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

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