Univ Rouen Normandie SMS, UR 3233, 76000, Rouen, France.
Department of Molecular Chemistry, Materials and Catalysis, Institute of Condensed Matter and Nanosciences, Université Catholique de Louvain, Place Louis Pasteur, 1 bte L4.01.06, 1348, Louvain-La-Neuve, Belgium.
Chemistry. 2023 Jun 22;29(35):e202300585. doi: 10.1002/chem.202300585. Epub 2023 May 5.
We report the first case of mechanochemical deracemization by using liquid-assisted abrasive grinding. The target molecule is a precursor of Paclobutrazol, an important fungicide and plant growth inhibitor. Using mechanochemical deracemization, we are even able to transform a 10 % ee scalemic mixture of this latter in an enantioenriched product of 97 % ee in a couple of hours. This is substantially shorter compared to solution-based deracemization methodologies. The present paper thus introduces an efficient and greener process to enantiopure material.
我们报告了首例通过液辅助研磨机械化学外消旋化的案例。目标分子是一种多效唑的前体,多效唑是一种重要的杀菌剂和植物生长抑制剂。通过机械化学外消旋化,我们甚至能够在几个小时内将后者的 10%ee 对映体混合物转化为 97%ee 的对映体富集产物。这与基于溶液的外消旋化方法相比有了实质性的缩短。因此,本文介绍了一种高效、绿色的手性纯物质的制备方法。