Preparation and thermal stability of optically active 1,2,4-triazolium-based ionic liquids
作者:Paweł Borowiecki、Marcin Poterała、Jan Maurin、Monika Wielechowska、Jan Plenkiewicz
DOI:10.3998/ark.5550190.0013.823
日期:——
The synthesis of optically active ionic liquids, in a four-step reaction sequence, is described. In the first step an oxirane ring of cyclohexene oxide was opened with 1,2,4-triazole, yielding a racemic mixture of (1R,2R)- and (1S,2S)-2-(1H-1,2,4-triazol-1-yl)cyclohexanol. Kinetic resolution of the racemate by a lipase catalyzed transesterification with vinyl acetate followed by alkylation (quaternization)
描述了在四步反应序列中合成光学活性离子液体。在第一步中,环己烯的环氧乙烷环用 1,2,4-三唑打开,产生 (1R,2R)- 和 (1S,2S)-2-(1H-1,2,4-) 的外消旋混合物三唑-1-基)环己醇。通过脂肪酶催化的与乙酸乙烯酯的酯交换作用,然后是三唑环的烷基化(季铵化),外消旋体的动力学拆分导致形成适当的旋光盐。阴离子复分解后,获得了热稳定的新型手性离子液体。