Chemoselective Transesterification of Acrylate Derivatives for Functionalized Monomer Synthesis Using a Hard Zinc Alkoxide Generation Strategy

Daiki Nakatake, Ryo Yazaki, Takashi Ohshima

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A new practical method for the synthesis of functionalized acrylate derivatives with the view to prepare functional polymers was explored. Hard zinc alkoxide generation enabled the highly chemoselective transesterification of acrylate derivatives over the undesired conjugate addition, which caused polymerization. The combined use of the catalytic zinc cluster Zn4(OCOCF3)6O and 4-(dimethylamino)pyridine delivered various functionalized acrylate derivatives through the transesterification of commercially available methyl acrylate derivatives with functionalized alcohols under mild conditions.

Original languageEnglish
Pages (from-to)3696-3699
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2016
Issue number22
DOIs
Publication statusPublished - Jan 1 2016

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Transesterification
alkoxides
acrylates
Zinc
monomers
zinc
Monomers
Derivatives
synthesis
Functional polymers
pyridines
alcohols
polymerization
Polymerization
Alcohols
acrylic acid
polymers

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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AB - A new practical method for the synthesis of functionalized acrylate derivatives with the view to prepare functional polymers was explored. Hard zinc alkoxide generation enabled the highly chemoselective transesterification of acrylate derivatives over the undesired conjugate addition, which caused polymerization. The combined use of the catalytic zinc cluster Zn4(OCOCF3)6O and 4-(dimethylamino)pyridine delivered various functionalized acrylate derivatives through the transesterification of commercially available methyl acrylate derivatives with functionalized alcohols under mild conditions.

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