Tetrabutylphosphonium-Based Ionic Liquid Catalyzed CO2 Transformation at Ambient Conditions: A Case of Synthesis of α-Alkylidene Cyclic Carbonates
Abstract
A series of tetrabutylphosphonium ([Bu 4 P] + )-based ionic liquids (ILs) with multiple-site for CO 2 capture and activation in their anions, which could efficiently catalyze the cyclization reaction of propargylic alcohols with CO 2 at ambient conditions, are reported. Especially, the IL, [Bu 4 P] 3 [2,4-OPym-5-Ac], which has three interaction sites for attracting CO 2 together with a p K a1 value of 9.13, exhibited the best performance, affording a series of α-alkylidene cyclic carbonates in moderate to good yields. The mechanism exploration demonstrated that IL served as a bifunctional catalyst with anion simultaneously activating CO 2 via multiple-site cooperative interactions and the C≡C triple bond in propargylic alcohol via inductive effect, thus resulting in the production of α-alkylidene cyclic carbonates.
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Construction of C-O bonds is established via cycloaddition of epoxides with CO2, condensation of 1,2-based polyols with CO2, oxidative cyclization of olefins with CO2, and carboxylative cyclization of propargyl alcohols with CO2 to afford organic carbonates.
“The construction of C–O bonds is established via the cycloaddition of epoxides with CO2, the condensation of 1,2-based polyols with CO2, oxidative cyclization of olefins with CO2, and carboxylative cyclization of propargyl alcohols with CO2 to afford organic carbonates.294, 295, 296”
From Technologies and perspectives for achieving carbon neutrality (2021) · cites this paper as [295]
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- Authors
- Wu, Y., Zhao, Y., Li, R., Yu, B., Chen, Y., Liu, X., Wu, C., Luo, X., & Liu, Z.
- Affiliations
- Chinese Academy of Sciences (CN)
- Corresponding author
- Liu, Zhimin
- Venue
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Published
- 2017-08-21
- Volume
- 7
- Issue
- 9
- Pages
- 6251-6255
- ISSN
- 2155-5435 (ISSN-L)
- OpenAlex
- W2742305909
- Cited by
- 126
- References
- 45
- Citations by year
- 2026: 6 · 2025: 11 · 2024: 13 · 2023: 16 · 2022: 13 · 2021: 18 · 2020: 11 · 2019: 26 · 2018: 12
- FWCI
- 4.14
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- ACS Catalysis (publishedVersion)
- Funders
- National Natural Science Foundation of China (21403252, 21503239, 21533011)
- Chinese Academy of Sciences (QYZDY-SSW-SLH013)
- Topics
- Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
- Physical Sciences › Chemical Engineering › Catalysis › Ionic liquids properties and applications
- Physical Sciences › Chemistry › Organic Chemistry › Multicomponent Synthesis of Heterocycles
- Keywords
- CO2 activation, cyclic carbonates, propargylic alcohols, cyclization, bifunctional catalysts, CO2 capture, inductive effects, reaction mechanism
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