Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 9, Pages 1955-1961Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400047
Keywords
carbon dioxide fixation; cyclic carbonates; cycloaddition; organocatalysis; polymers
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Funding
- National Research Foundation of Korea (NRF) [2007-0093864]
- Basic Science Research Program through the NRF - Ministry of Education, Science and Technology [R11-2005-065]
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Poly(4-vinylimidazolium)s, derived from the self-immobilization of 4-vinylimidazoliums, with diazabicyclo[5.4.0]undec-7-ene (DBU) and zinc bromide (ZnBr2) are used as a highly efficient catalyst for the chemical fixation of carbon dioxide. This catalytic system has been applied for the preparation of cyclic carbonates from terminal epoxides and carbon dioxide. Many functional groups, including chloro, vinyl, ether, and hydroxy groups are well tolerated in the reactions. Moreover, the catalytic system was found to catalyze the conversion of more sterically congested epoxides which are generally considered to be challenging substrates for fabricating the cyclic organic carbonates. In addition, the disubstituted epoxides are found to react with retention of configuration. The polymer precatalyst is easily recovered and reused. A plausible reaction mechanism is proposed.
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