Study on Synthesis,Characteristics and Catalysis Properties of Novel Chiral Metal Complexes Catalysts for 1,3‐Dipolar Cycloaddition Reactions of Nitrone with Electron‐Rich Alkene |
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Authors: | Jun You Bo Liu Yi Wang |
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Institution: | School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040, P. R. China |
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Abstract: | As a new class of potential catalysts for 1,3‐dipolar cycloaddition reactions, fourteen L‐amino acid Schiff base Cu(II) and Ti(IV) complexes were synthesized, characterized, and evaluated for their catalytic activities in the reaction between C,N‐diphenylnitrone and electron‐rich ethyl vinyl ether under both homogeneous and in situ conditions. The methods for preparation and utilization of the catalysts were elucidated in detail, and the results of the catalytic reactions were described and discussed as well. Excellent reaction results were found in the presence of some catalysts (20 mol%) with > 90% endo‐isoazolidines produced, compared with predominantly exo‐isoazolidine produced without a catalyst. In addition, the reaction rate is found to be enhanced remarkably by a Cu(II) complex Schiff base catalyst at room temperature. |
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Keywords: | Amino acid Schiff bases Amino acid benzyl ester Schiff bases 1 3‐Dipolar cycloaddition Diastereoselectivity |
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