Highly Efficient Carbon Monoxide Capture by Carbanion‐Functionalized Ionic Liquids through C‐Site Interactions

A novel method for the highly efficient and reversible capture of CO in carbanion‐functionalized ionic liquids (ILs) by a C‐site interaction is reported. Because of its supernucleophilicity, the carbanion in ILs could absorb CO efficiently. As a result, a relatively high absorption capacity for CO (...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2017-06, Vol.56 (24), p.6843-6847
Main Authors: Tao, Duan‐Jian, Chen, Feng‐Feng, Tian, Zi‐Qi, Huang, Kuan, Mahurin, Shannon M., Jiang, De‐en, Dai, Sheng
Format: Article
Language:English
Subjects:
Absorption
Anions - chemistry
Binding Sites
C-sites
carbanions
Carbon monoxide
Carbon Monoxide - chemistry
Carbon-13 Magnetic Resonance Spectroscopy
Chemicals
CO capture
Conversion
Density Functional Theory
Ionic liquids
Ionic Liquids - chemistry
Ions
Molecular Structure
Quantum mechanics
Spectroscopy, Fourier Transform Infrared
supernucleophilicity
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Summary:A novel method for the highly efficient and reversible capture of CO in carbanion‐functionalized ionic liquids (ILs) by a C‐site interaction is reported. Because of its supernucleophilicity, the carbanion in ILs could absorb CO efficiently. As a result, a relatively high absorption capacity for CO (up to 0.046 mol mol−1) was achieved under ambient conditions, compared with CO solubility in a commonly used IL [Bmim][Tf2N] (2×10−3 mol mol−1). The results of quantum mechanical calculations and spectroscopic investigation confirmed that the chemical interaction between the C‐site in the carbanion and CO resulted in the superior CO absorption capacities. Furthermore, the subsequent conversion of captured CO into valuable chemicals with good reactivity was also realized through the alkoxycarbonylation reaction under mild conditions. Highly efficient CO absorption by carbanion‐functionalized ILs provides a new way of separating and converting CO. Carbanions licensed to IL: A highly efficient and reversible capture of CO in carbanion‐functionalized ionic liquids was achieved (up to 0.046 mol mol−1 under ambient conditions). The C‐site chemical interaction between the carbanion and CO is responsible for the superior CO absorption capacities.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201701919