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.
Document type :
Journal articles
Complete list of metadatas

Cited literature [32 references]  Display  Hide  Download

https://hal-univ-rennes1.archives-ouvertes.fr/hal-01834008
Contributor : Laurent Jonchère <>
Submitted on : Monday, September 3, 2018 - 3:14:10 PM
Last modification on : Sunday, December 23, 2018 - 7:04:37 PM
Long-term archiving on : Tuesday, December 4, 2018 - 4:02:34 PM

File

Ligny_revised manuscript_CC-FE...
Files produced by the author(s)

Identifiers

Citation

Romain Ligny, Mikko M Hänninen, Sophie M Guillaume, Jean-François Carpentier. Steric vs. electronic stereocontrol in syndio- or iso-selective ROP of functional chiral β-lactones mediated by achiral yttrium-bisphenolate complexes. Chemical Communications, 2018, 54, pp.8024-8031. ⟨10.1039/c8cc03842b⟩. ⟨hal-01834008⟩

Share

Metrics

Record views

57

Files downloads

106