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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 17
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Original Articles

ZnBr2-Based Choline Chloride Ionic Liquid for Efficient Fixation of CO2 to Cyclic Carbonate

, , , &
Pages 2564-2573 | Received 12 Dec 2010, Published online: 29 May 2012
 

Abstract

In this work, ZnBr2-based choline chloride (CH) was first investigated to catalyze the synthesis of cyclic carbonates from CO2 and epoxides under solventless conditions. It was demonstrated that ZnBr2-based CH was very efficient and selective. Under the optimum reaction conditions, 99% yield of propylene carbonate was achieved. The catalyst can be reused five times without loss of catalytic activity. It was proved to be very active in a variety of terminal epoxides with CO2. In addition, a synergistic catalytic mechanism by Zn2+ and -OH was proposed.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

We gratefully acknowledge the National Natural Sciences Foundation of China (20876162 and 20625618), National Basic Research Program of China (973 Program, 2009CB219901), and Key Projects in the National Science and Technology Pillar Program in the Eleventh Five-Year Plan Period (2008BAF33B04).

Notes

a Reaction conditions: PO (140 mmol), CH (1.4 mmol), ZnBr2 (0.28 mmol), CO2 (1.5 MPa), 110 °C, 60 min.

b Isolated yield.

c Moles of propylene carbonate produced per mole of catalyst per hour.

d ZnBr2 (0.14 mmol).

a Reaction conditions: PO (140 mmol) and CH (1.4 mmol).

b CH/ZnBr2: molar ratio of CH to ZnBr2.

c Isolated yield.

d The first run of the catalyst.

e The second run of the catalyst.

f The third run of the catalyst.

g The fourth run of the catalyst.

h The fifth run of the catalyst.

a Reaction condition: epoxide (140 mmol), CH (1.4 mmol), ZnBr2 (0.28 mmol), CO2 (1.5 MPa), 110 °C, 60 min.

b Isolated yield.

c 12 h.

d 24 h.

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