Poly(phosphonate)-mediated Horner-Wadsworth-Emmons reactions

Tobias Steinbach, Christian Wahlen, Frederik R. Wurm*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

9 Citations (Scopus)

Abstract

A novel, general protocol for a polymer-mediated Horner-Wadsworth-Emmons (HWE) reaction is reported. The polyvalent polymeric reagent was prepared via acyclic diene metathesis (ADMET) polymerization. Homo- and copolymers of reactive poly(phosphonate)s with molecular weights up to 40 000 g·mol-1 and molecular weight dispersities < 2 were successfully synthesized. Subsequent application of these polymers in the HWE reaction to prepare a library of aromatic α,β-unsaturated ketones (chalcons) has proven to be an efficient synthetic pathway to minimize purification efforts, as the polymeric side-product can be removed by simple precipitation. In this paper we also demonstrate for the first time the preparation of a linear polyphosphate from a polyalkylphosphonate. This journal is

Original languageEnglish
Pages (from-to)1192-1202
Number of pages11
JournalPolymer chemistry
Volume6
Issue number7
DOIs
Publication statusPublished - 21 Feb 2015
Externally publishedYes

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