Stereoselective ROP of rac- and meso-lactides using achiral TBD as catalyst

Research output: Contribution to journalArticlepeer-review

Authors

  • Sebastien Moins
  • Sebastien Hoyas
  • Vincent Lemaur
  • Beste Orhan
  • Roberto Lazzaroni
  • Daniel Taton
  • Olivier Coulembier

Colleges, School and Institutes

External organisations

  • University of Mons
  • University of Bordeaux
  • Institut National Polytechnique de Bordeaux

Abstract

1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) polymerizes rac-lactide (rac-LA) to form highly isotactic polylactide (PLA) with a Pm = 0.88, while meso-LA yields heterotactic PLA (Pm ~ 0.8) at −75 °C. The stereocontrol of the cryogenic-based ring-opening polymerization comes from a perfect imbrication of both chiral LA and the propagating chiral end-group interacting with the achiral TBD catalyst.

Details

Original languageEnglish
Article number620
Number of pages8
JournalCatalysts
Volume10
Issue number6
Publication statusPublished - 3 Jun 2020

Keywords

  • organocatalyst, TBD, ring-opening polymerization, lactide, stereocontrol