Synthesis of novel chiral anions and their application in organocatalytic reactions

ChirAnOc项目致力于手性阴离子介导的有机催化过程的分子理解和进一步发展，特别是在阴离子手性离子液体(ILS)的基础上。不对称反离子定向催化(ACDC)是近年来发展起来的一种强有力的有机合成方法。使用阴离子手性离子液体可以将其独特的溶剂性质与有效的手性转移结合在一起。对这些反应体系进行精确的机理解释将有助于优化现有工艺，并将这一方法推广到其他催化体系。在本项目中，研究重点将放在开发新型手性硼酸根阴离子结构上。这些化合物作为助催化剂和溶剂的范围和局限性将在选定的与aza-Baylis-Hillman反应机械相关的转化中进行探索。系统的研究将对这些体系中的手性转移提供更深入的理解，这有助于在更广泛的基础上设计有效的有机催化转化。从长远来看，这些基础研究将使基于知识的手性离子设计及其在新反应系统中的应用成为可能。

The project ChirAnOc is concerned with the molecular understanding and further development of chiral anion mediated organocatalytic processes, in particular on the basis of anion chiral ionic liquids (ILs). Asymmetric counterion directed catalysis (ACDC) has been introduced recently as a powerful alternative in organic synthesis. The use of anion chiral ionic liquids allows to combine their unique solvent properties with an efficient chirality transfer. An exact mechanistic explanation of these reaction systems would help to optimize existing processes and to extend this approach to other catalytic systems. In the present project the research will focus on the development of new chiral borate anion structures. The scope and limitations of these compounds as co-catalysts and solvents will be explored in selected transformations that are mechanistically related to the aza-Baylis-Hillman reaction. Systematic studies will provide a deeper understanding of the chirality transfer in these systems which can contribute to the design of efficient organocatalytic transformations on a broader basis. In the long term, these fundamental studies will enable a knowledge-based design of chiral ions and their application to new reaction systems.