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Zirconocene-catalyzed direct (trans)esterification of acyl acids (esters) and alcohols in a strict 1 : 1 ratio under solvent-free conditions
Green Chemistry ( IF 9.8 ) Pub Date : 2017-08-16 00:00:00 , DOI: 10.1039/c7gc02174g
Zhi Tang 1, 2, 3, 4, 5 , Qiutao Jiang 2, 4, 6, 7 , Lifen Peng 1, 2, 3, 4, 5 , Xinhua Xu 1, 2, 3, 4, 5 , Jie Li 2, 4, 6, 7 , Renhua Qiu 1, 2, 3, 4, 5 , Chak-Tong Au 2, 5, 8, 9
Affiliation  

A highly efficient way for the direct (trans)esterification of acyl acids (esters) and alcohols in a strict 1 : 1 ratio using a zirconocene complex (1, 1 mol%), a strong Lewis acid of good water tolerance, as a catalyst under solvent-free conditions has been developed. A wide range of acid and alcohol (esters) substrates undergo (trans)esterification to produce carboxylic ester motifs in moderate to good or excellent yields with good functional tolerance, such as that towards C–Br as well as C[double bond, length as m-dash]C and C[triple bond, length as m-dash]C bonds. And complex 1 can be recycled six times without showing a significant decline in catalytic efficiency. It was demonstrated that cyclandelate, which is used to treat high blood pressure as well as heart and blood-vessel diseases, can be directly synthesized on a gram scale with 81% yield (6.70 g) using complex 1.

中文翻译:

在无溶剂条件下,锆茂茂催化的酰基酸(酯)和醇类的直接(反)酯化比例为严格的1:1

对于酰基的酸(酯)和醇在严格1的直接(交换)酯化反应A高效的方法:使用茂锆络合物(1比1,1摩尔%),良好的耐水性强路易斯酸,作为催化剂在无溶剂条件下已被开发出来。各种酸和醇(酯)底物都经过(酯交换)酯化反应,以中等到良好或优异的产率产生具有良好功能耐受性的羧酸酯基序,例如对C-Br以及对C [双键,长度为m-破折号]C和C [三重键,长度为m-破折号]C键的耐受性。和复杂的1可以循环使用六次而不会显示出催化效率的显着下降。已证明,用于治疗高血压以及心脏和血管疾病的环芳铁酸盐可以使用复合物1以克级直接合成,收率为81%(6.70 g)。
更新日期:2017-11-13
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