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Published on: July 30, 2017
Highly Stereo-Controlled Synthesis of Fatty Acid-Derived Cyclic Carbonates by Using Iron(II) Complex and Nucleophilic
Fei Chen1, Qiao-Chu Zhang2, Donghui Wei2
1School of Chemistry and Chemical Engineering, Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan , Shihezi University , North Fourth Road , Shihezi , Xinjiang 832003 , People's Republic of China.
Abstract:
A catalytic system comprising an iron(II) complex and a nucleophilic halide for the preparation of a series of stereo-bio-derived cyclic carbonates was developed. The protocol allows for the coupling of various cis-fatty acid-derived epoxides. For example, cis-epoxy substrates can be reacted with CO2 to selectively yield either the cis- or trans-cyclic carbonates by adjusting the nucleophilic halide. These reactions are highly stereoselective and have excellent yields even under mild reaction conditions. The stereochemical divergence in the fatty acid-derived products strongly depends on the leaving ability of the halide anion in the cocatalyst.
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