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Highly isoselective ring-opening polymerization of rac-O-carboxyanhydrides using a zinc alkoxide initiator

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Abstract

The stereoselective ring-opening polymerization (ROP) of O-carboxyanhydrides (OCAs) remains a major challenge due to the easy epimerization of monomers. In this work, using a zinc alkoxide initiator, highly efficient ROP of enantiopure 5-methyl-1,3-dioxolane-2,4-dione (LacOCA), 5-benzyl-1,3-dioxolane-2,4-dione (PheOCA), and 5-(4-(benzyloxy)benzyl)-1,3-dioxolane-2,4-dione (Try(Bn)OCA) was achieved without obvious epimerization. Moreover, highly isoselective ROP of rac-LacOCA, rac-PheOCA, and rac-Try(Bn)OCA was successful with the highest isoselectivity of Pm = 0.97 at −70 °C.

Graphical abstract: Highly isoselective ring-opening polymerization of rac-O-carboxyanhydrides using a zinc alkoxide initiator

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Publication details

The article was received on 07 Aug 2019, accepted on 01 Oct 2019 and first published on 02 Oct 2019


Article type: Communication
DOI: 10.1039/C9CC06108H
Chem. Commun., 2019, Advance Article

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    Highly isoselective ring-opening polymerization of rac-O-carboxyanhydrides using a zinc alkoxide initiator

    Y. Cui, J. Jiang, X. Pan and J. Wu, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC06108H

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