Issue 58, 2018

Steric vs. electronic stereocontrol in syndio- or iso-selective ROP of functional chiral β-lactones mediated by achiral yttrium-bisphenolate complexes

Abstract

Origins of stereoselectivity in ROP of racemic chiral cyclic esters promoted by achiral yttrium complexes, resulting in the formation of highly heterotactic polylactide, and highly syndiotactic or, more uniquely, highly isotactic poly(3-hydroxybutyrate)s, are discussed. A close interplay between the nature of the cyclic ester, most particularly of the exocyclic functional chain installed on the chiral center of β-lactones, and the ortho-substituents installed on the phenolate rings of the ligand, results in various determining secondary interactions of steric and also electronic nature.

Graphical abstract: Steric vs. electronic stereocontrol in syndio- or iso-selective ROP of functional chiral β-lactones mediated by achiral yttrium-bisphenolate complexes

Article information

Article type
Feature Article
Submitted
13 máj 2018
Accepted
19 jún 2018
First published
19 jún 2018

Chem. Commun., 2018,54, 8024-8031

Steric vs. electronic stereocontrol in syndio- or iso-selective ROP of functional chiral β-lactones mediated by achiral yttrium-bisphenolate complexes

R. Ligny, M. M. Hänninen, S. M. Guillaume and J. Carpentier, Chem. Commun., 2018, 54, 8024 DOI: 10.1039/C8CC03842B

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