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Article

Stereoselective ROP of rac- and meso-Lactides Using Achiral TBD as Catalyst

1
Laboratory of Polymeric and Composite Materials, Center of Innovation and Research in Materials and Polymers (CIRMAP), University of Mons, Place du Parc 23, 7000 Mons, Belgium
2
Laboratory for Chemistry of Novel Materials, Center of Innovation and Research in Materials and Polymers (CIRMAP), University of Mons, Place du Parc 23, 7000 Mons, Belgium
3
Organic Synthesis & Mass Spectrometry Laboratory, Interdisciplinary Center for Mass Spectrometry (CISMa), Center of Innovation and Research in Materials and Polymers (CIRMAP), University of Mons - UMONS, 23 Place du Parc, 7000 Mons, Belgium
4
Laboratoire de Chimie des Polymères Organiques, Université de Bordeaux IPB-ENSCPB, CEDEX, F-33607 Pessac, France
5
School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK
*
Author to whom correspondence should be addressed.
Catalysts 2020, 10(6), 620; https://doi.org/10.3390/catal10060620
Received: 20 May 2020 / Revised: 29 May 2020 / Accepted: 30 May 2020 / Published: 3 June 2020
(This article belongs to the Special Issue Organocatalysis: Advances, Opportunity, and Challenges)
1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) polymerizes rac-lactide (rac-LA) to form highly isotactic polylactide (PLA) with a Pm = 0.88, while meso-LA yields heterotactic PLA (Pm ~ 0.8) at −75 °C. The stereocontrol of the cryogenic-based ring-opening polymerization comes from a perfect imbrication of both chiral LA and the propagating chiral end-group interacting with the achiral TBD catalyst. View Full-Text
Keywords: organocatalyst; stereocontrol; lactide; ring-opening polymerization; TBD organocatalyst; stereocontrol; lactide; ring-opening polymerization; TBD
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MDPI and ACS Style

Moins, S.; Hoyas, S.; Lemaur, V.; Orhan, B.; Delle Chiaie, K.; Lazzaroni, R.; Taton, D.; Dove, A.P.; Coulembier, O. Stereoselective ROP of rac- and meso-Lactides Using Achiral TBD as Catalyst. Catalysts 2020, 10, 620. https://doi.org/10.3390/catal10060620

AMA Style

Moins S, Hoyas S, Lemaur V, Orhan B, Delle Chiaie K, Lazzaroni R, Taton D, Dove AP, Coulembier O. Stereoselective ROP of rac- and meso-Lactides Using Achiral TBD as Catalyst. Catalysts. 2020; 10(6):620. https://doi.org/10.3390/catal10060620

Chicago/Turabian Style

Moins, Sébastien; Hoyas, Sébastien; Lemaur, Vincent; Orhan, Beste; Delle Chiaie, Kayla; Lazzaroni, Roberto; Taton, Daniel; Dove, Andrew P.; Coulembier, Olivier. 2020. "Stereoselective ROP of rac- and meso-Lactides Using Achiral TBD as Catalyst" Catalysts 10, no. 6: 620. https://doi.org/10.3390/catal10060620

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