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Synthesis of chiral propylene carbonate via asymmetric ring opening of racemic propylene oxide by carbon dioxide on immobilized cobalt salen catalyst

Paper ID Volume ID Publish Year Pages File Format Full-Text
55542 47056 2012 7 PDF Available
Title
Synthesis of chiral propylene carbonate via asymmetric ring opening of racemic propylene oxide by carbon dioxide on immobilized cobalt salen catalyst
Abstract

Chiral Co(salen) complexes bearing Co(BF4)2 salt could efficiently catalyze the ring opening reaction of terminal epoxide by carbon dioxide in the presence of catalytic amounts of ionic liquid. The high amount loading of ionic liquid C6-IL as a co-catalyst led to the decrease the ee% of propylene carbonate (PC), but the conversion of propylene oxide (PO) has increased with the added amount. The homogeneous salen catalyst could be immobilized easily on the acidic sites of supports by non-covalent bonding, and exhibited moderate activity for producing enantiomerically enriched cyclic carbonates. The optically pure cyclic carbonates can be obtained by the catalytic resolution process resulting from HKR of racemic (±)PO in conjunction with CO2 coupling, as one-pot reaction. The presence of water improved the optical purity of final product PC in that system. The heterogenized chiral salen catalyst has retained the high activity in the repeated use, and no severe extraction of salen complexes from the support was found by using a heterogenized IL.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (198 K)Download as PowerPoint slideHighlights► The homogeneous chiral Co(salen) complexes bearing Co(BF4)2 salt was immobilized on the acidic supports by non-covalent bonding. ► The optically pure cyclic carbonates were obtained by HKR of racemic (±)PO in conjunction with CO2 coupling, as one-pot reaction. ► The heterogenized chiral salen catalyst has retained the high activity in the repeated use.

Keywords
Chiral cobalt salen; Epoxides; Lewis acid; Resolution
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Synthesis of chiral propylene carbonate via asymmetric ring opening of racemic propylene oxide by carbon dioxide on immobilized cobalt salen catalyst
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Today - Volume 185, Issue 1, 20 May 2012, Pages 306–312
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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