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Issue 2, 2013
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Yttrium catalysts for syndioselective β-butyrolactone polymerization: on the origin of ligand-induced stereoselectivity

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Abstract

Synthesis of aliphatic polyesters has been studied intensively due to their biocompatible and biodegradable properties and their applications in medical and agricultural fields. Among them, polyhydroxybutyrate (PHB), which is a naturally occurring polymer, is synthesized by a variety of bacteria and algae. However, this polymer has poor mechanical properties due to its brittleness. Herein is presented a practical route to a highly syndiotactic PHB by way of a one-pot reaction. We report the results of a comprehensive investigation of the newly discovered stereoselective and controlled polymerization of racemic β-butyrolactone (rac-BBL) using an initiator prepared in situ from yttrium(III) isopropoxide Y(OiPr)3, and a bisphenoxide ligand. DFT studies on the alkoxide catalyst reveal that the R and S monomers are almost equivalent for the first ring-opening reaction. The selectivity of the next insertion was scrutinized, demonstrating that the polymerization process is predicted to be stationary (back-side insertion).

Graphical abstract: Yttrium catalysts for syndioselective β-butyrolactone polymerization: on the origin of ligand-induced stereoselectivity

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Publication details

The article was received on 01 Aug 2012, accepted on 23 Aug 2012 and first published on 24 Aug 2012


Article type: Paper
DOI: 10.1039/C2PY20590D
Citation: Polym. Chem., 2013,4, 360-367
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    Yttrium catalysts for syndioselective β-butyrolactone polymerization: on the origin of ligand-induced stereoselectivity

    J. Fang, M. J.-L. Tschan, T. Roisnel, X. Trivelli, R. M. Gauvin, C. M. Thomas and L. Maron, Polym. Chem., 2013, 4, 360
    DOI: 10.1039/C2PY20590D

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