z-logo
Premium
Highly Syndiotactic or Isotactic Polyhydroxyalkanoates by Ligand‐Controlled Yttrium‐Catalyzed Stereoselective Ring‐Opening Polymerization of Functional Racemic β‐Lactones
Author(s) -
Ligny Romain,
Hänninen Mikko M.,
Guillaume Sophie M.,
Carpentier JeanFrançois
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201704283
Subject(s) - stereoselectivity , ligand (biochemistry) , yttrium , alkoxy group , tacticity , chemistry , polymerization , catalysis , stereochemistry , lactide , polymer chemistry , organic chemistry , polymer , oxide , biochemistry , alkyl , receptor
Reported herein is the first stereoselective controlled ROP of a specific family of racemic functional β‐lactones, namely 4‐alkoxymethylene‐β‐propiolactones (BPL OR s). This process is catalyzed by an yttrium complex stabilized by a nonchiral tetradentate amino alkoxy bisphenolate ligand {ONOO R′2 } 2− , which features both a good activity and a high degree of control over the molar masses of the resulting functional poly(3‐hydroxyalkanoate)s. A simple modification of the R′ substituents in ortho and para position on the ligand platform allows for a complete reversal from virtually pure syndioselectivity (P s up to 0.91 with R′=cumyl) to very high isoselectivity (P i up to 0.93 with R′=Cl), as supported by DFT insights. This is the first example of a highly isoselective ROP of a racemic chiral β‐lactone.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom