Redox Switchable Copolymerization of Cyclic Esters and Epoxides by a Zirconium Complex

Quan, Stephanie M.; Wang, Xinke; Zhang, Rongjia; Diaconescu, Paula L.

doi:10.1021/acs.macromol.6b00997

Cited by 93biodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and CharacterizationCarbon dioxide utilization in catalysis

Redox Switchable Copolymerization of Cyclic Esters and Epoxides by a Zirconium Complex

Quan, Stephanie M., Wang, Xinke, Zhang, Rongjia, Diaconescu, Paula L.·2016·Macromolecules

DOI 10.1021/acs.macromol.6b00997

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Abstract

A zirconium precatalyst, (salfan)Zr(O t Bu) 2 (salfan = 1,1′-di(2- tert -butyl-6- N -methylmethylenephenoxy)ferrocene), shows activity for the redox-controlled block copolymerization of l -lactide and cyclohexene oxide. The role of the oxidant is examined, and several diblock (AB and BA) and triblock copolymers (ABA and BAB) were synthesized and characterized.

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Similar copolymerization of LA and epoxides were obtained using a redox-switchable zirconium complex.
“Similar copolymerization of LA and epoxides were obtained using a redox-switchable zirconium complex.321”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [321]
These ionic catalysts are prepared by simple deprotonation of the neutral ureas or thioureas.
“These ionic catalysts are prepared by simple deprotonation of the neutral ureas or thioureas.”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [321]
A class of (thio)urea anions catalysts were disclosed that exhibit both high activity and selectivity for the ROP of a variety of cyclic esters and carbonates.
“Recently a class of (thio)urea anions catalysts were disclosed that exhibit both high activity and selectivity for the ROP of a variety of cyclic esters and carbonates (Scheme 12).321,336”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [321]
DFT calculations suggested a bifunctional mechanism analogous to that of TBD, where the (thio)imidiates behave as a proton shuttle to pick up the proton from the initiator/chain end, to stabilize the tetrahedral intermediate via double H-bonds, and to deliver the proton back to the chain end after ring-opening.
“DFT calculations suggested a bifunctional mechanism analogous to that of TBD, 321 where the (thio)imidiates behave as a proton shuttle to pick up the proton from the initiator/chain end, to stabilize the tetrahedral intermediate via double H-bonds, and to deliver the proton back to the chain end after ring-opening.”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [321]

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Authors: Quan, S. M., Wang, X., Zhang, R., & Diaconescu, P. L.
Affiliations: University of California, Los Angeles (US)
Corresponding author: Diaconescu, Paula L.
ORCID: Wang, Xinke
Zhang, Rongjia
Diaconescu, Paula L.
Venue: Macromolecules
Publisher: American Chemical Society (ACS)
Published: 2016-09-09
Volume: 49
Issue: 18
Pages: 6768-6778
ISSN: 0024-9297 (ISSN-L)
1520-5835
DOI: 10.1021/acs.macromol.6b00997
OpenAlex: W2510292018
Cited by: 93
References: 59
Citations by year: 2026: 5 · 2025: 6 · 2024: 5 · 2023: 9 · 2022: 5 · 2021: 11 · 2020: 7 · 2019: 15 · 2018: 10 · 2017: 18 · 2016: 2
FWCI: 6.14
Type: journal article
Language: en
Open access: closed
Locations: Macromolecules (publishedVersion)
eScholarship (California Digital Library) (submittedVersion)
Funders: National Science Foundation (1362999)
John Simon Guggenheim Memorial Foundation
Topics: Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
Keywords: zirconium complexes, block copolymerization, cyclic esters, epoxides, L-lactide, cyclohexene oxide, ferrocene ligands, diblock copolymers, triblock copolymers

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Redox Switchable Copolymerization of Cyclic Esters and Epoxides by a Zirconium Complex

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