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Kinetic Resolution of Epoxides with CO2 Catalyzed by a Chiral‐at‐Iridium Complex
ChemSusChem ( IF 8.4 ) Pub Date : 2018-11-21 , DOI: 10.1002/cssc.201802049
Jie Qin 1 , Vladimir A. Larionov 1, 2, 3 , Klaus Harms 1 , Eric Meggers 1
Affiliation  

Chiral‐at‐metal bis‐cyclometalated iridium(III) complexes are introduced as a new class of chiral catalysts for the reaction of epoxides with CO2 to form cyclic carbonates under conditions of kinetic resolution. Reactions are typically performed at room temperature in the presence of 1 mol % of iridium catalyst and 1.5 mol % of tetraethylammonium bromide as the nucleophilic cocatalyst to provide selectivity factors of up to 16.6. A variety of monosubstituted epoxides, including styrene epoxide, epoxides with aliphatic side chains, glycidyl ethers, and a glycidyl ester, are found to be suitable substrates. No polymerization side reaction is observed for any of the investigated substrates.

中文翻译:

手性铱配合物催化CO2催化环氧化合物的动力学拆分

手性金属双环金属化铱(III)配合物被引入为一类新的手性催化剂,用于在动力学拆分条件下使环氧化物与CO 2反应形成环状碳酸酯。反应通常在室温下在作为亲核助催化剂的1摩尔%的铱催化剂和1.5摩尔%的四乙基溴化铵存在下进行,以提供至多16.6的选择性。发现各种单取代的环氧化物是合适的底物,包括苯乙烯环氧化物,具有脂族侧链的环氧化物,缩水甘油基醚和缩水甘油基酯。对于所研究的任何底物均未观察到聚合副反应。
更新日期:2018-11-21
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