The development of highly active and enantioselective ligands and catalysts for the asymmetric hydrogenation of ketone has been the goal of synthetic chemists for more than fifty years.Herein,a series of ferrocene-bas...The development of highly active and enantioselective ligands and catalysts for the asymmetric hydrogenation of ketone has been the goal of synthetic chemists for more than fifty years.Herein,a series of ferrocene-based tetradentate ligands were developed and applied in Ir-catalysed asymmetric hydrogenation of ketone.The hydrolytic ring-opening of the oxazoline moiety of ligand f-amphox leads to the accidental discovery of a highly efficient and enantioselective tetradentate ligand f-phamidol which showed extraordinarily high reactivity and enantioselectivity(up to 99%yield,up to>99%ee and up to 1,000,000 TON).In addition,two types of other tetradentate ligands f-phamida and f-phamide were also synthesized and evaluated.展开更多
基金X.Zhang is indebted to the National Key R&D Program of China(No.2021YFA1500201)the Shenzhen Science and Technology Innovation Committee(SSTIC)(No.KQTD2015071710315717)+5 种基金Stable Support Plan Program of Shenzhen Natural Science Fund(No.20200925161222002)Key-Area Research and Development Program of Guangdong Province(No.2020B010188001)Innovative Team of Universities in Guangdong Province(No.2020KCXTD016)National Natural Science Foundation of China(No.21991113)G.Q.Chen gratefully acknowledges the National Natural Science Foundation of China(Nos.21901107 and 22171129)SSTIC(No.JCYJ20210324104202007)for financial support.
文摘The development of highly active and enantioselective ligands and catalysts for the asymmetric hydrogenation of ketone has been the goal of synthetic chemists for more than fifty years.Herein,a series of ferrocene-based tetradentate ligands were developed and applied in Ir-catalysed asymmetric hydrogenation of ketone.The hydrolytic ring-opening of the oxazoline moiety of ligand f-amphox leads to the accidental discovery of a highly efficient and enantioselective tetradentate ligand f-phamidol which showed extraordinarily high reactivity and enantioselectivity(up to 99%yield,up to>99%ee and up to 1,000,000 TON).In addition,two types of other tetradentate ligands f-phamida and f-phamide were also synthesized and evaluated.
