Highly Isoselective Ring-Opening Polymerization of rac-Lactide Using Chiral Binuclear Aluminum Catalyst.

Macromolecular Rapid Communications
Yi WanYuetao Zhang

Abstract

The microstructure can significantly affect the physical and mechanical properties of polymers. Five chiral binuclear aluminum methyl complexes (rac1 to rac5) are synthesized by using chiral binaphthalene diamine ligand and characterized by both 1 H and 13 C NMR spectroscopy. The crystal structures of rac3 and rac5 are also identified by single crystal X-ray diffraction. In the presence of i PrOH initiator, these aluminum complexes catalyze the ring-opening polymerization (ROP) of rac-lactide (rac-LA) in a controlled manner and produce polymers with high to excellent isoselectivity (Pm up to 0.93). Even with a catalyst loading as low as 0.1%, polylactide with a Pm of 0.83 can still be obtained. Kinetic studies reveal the first-order dependence on monomer concentration whereas kinetic resolution polymerization provides the evidence to support that these binuclear aluminum catalysts catalyzed ROP of rac-LA adopts enantiomorphic site control mechanism. Furthermore, this strategy can also be applied to the ROP of both ε-caprolactone and δ-valeroactone.

References

Dec 26, 2001·Chemical Reviews·K E UhrichK M Shakesheff
Oct 7, 2004·Macromolecular Bioscience·Rafael AurasSusan Selke
Aug 8, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Craig A WheatonBenjamin J Ireland
Jan 30, 2010·Chemical Society Reviews·Matthew J Stanford, Andrew P Dove
Apr 7, 2010·Chemical Communications : Chem Comm·Robert M HaakArjan W Kleij
Jan 3, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Rebecca K DeanChristopher M Kozak
Jan 16, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Xiao-Feng Yu, Zhong-Xia Wang
Oct 22, 2013·Inorganic Chemistry·Clare BakewellCharlotte K Williams
Feb 14, 2014·Journal of the American Chemical Society·Alessia PiloneMarina Lamberti
Jul 22, 2014·Angewandte Chemie·Clare BakewellCharlotte K Williams
Jul 30, 2014·ACS Macro Letters·Srinivas Abbina, Guodong Du
Nov 11, 2014·Chemical Communications : Chem Comm·Matthew D JonesJohn P Lowe
Feb 16, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Yun WeiShuangliu Zhou
Aug 12, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Sarah M KirkMatthew D Jones
Dec 6, 2016·ChemCatChem·Fenna F van de WateringJoost N H Reek
Dec 16, 2016·Nature·Yunqing ZhuCharlotte K Williams
Oct 20, 2017·Chemical Reviews·Xiangyi ZhangRobert M Waymouth
Oct 4, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Yun WeiShuangliu Zhou

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Citations

Jan 16, 2021·Chemical Communications : Chem Comm·Massimo Christian D'AlterioGiovanni Talarico

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