ZAKY, Mohamed Samir; WIROTIUS, Anne-Laure; COULEMBIER, Olivier; GUICHARD, Gilles; TATON, Daniel

doi:10.1039/d0cc08022e

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ZAKY, Mohamed Samir
Team 1 LCPO : Polymerization Catalyses & Engineering

WIROTIUS, Anne-Laure

Team 1 LCPO : Polymerization Catalyses & Engineering

COULEMBIER, Olivier

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Chemical Communications. 2021, vol. 57, n° 31, p. 3777-3780

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Control of stereoregularity is inherent to precision polymerization chemistry for the development of functional materials. A prototypal example of this strategy is the ring-opening polymerization (ROP) of racemic lactide (rac-LA), a bio-sourced monomer. Despite significant advances in organocatalysis, stereoselective ROP of rac-LA employing chiral organocatalysts remains unexplored. Here we tackle that challenge by resorting to Takemoto's catalyst, a chiral aminothiourea, in the presence of a phosphazene base. This chiral binary organocatalytic system allows for fast, chemo- and stereoselective ROP of rac-LA at room temperature, yielding highly isotactic, semi-crystalline and metal-free polylactide, with a melting temperature as high as 187 degrees C.< Leer menos

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A chiral thiourea and a phosphazene for fast and stereoselective organocatalytic ring-opening-polymerization of racemic lactide

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