Center chirality-axial chirality electron deficiency diphosphine ligand as well as synthesis and application thereof

Abstract

The invention discloses a center chirality-axial chirality electron deficiency diphosphine ligand as well as synthesis and application thereof. The electron deficiency diphosphine ligand is designed and synthesized by the following steps: by basing bis(diethyl phosphate) as a compound, reducing the bis(diethyl phosphate) into a phosphine hydride, then carrying out synthesis on the phosphine hydride to obtain a phosphine chloride compound, and finally, carrying out reaction on the phosphine chloride compound and an aryl grignard reagent to obtain the center chirality-axial chirality electron deficiency diphosphine ligand. After being coordinated with metallic rhodium, the ligand can be effectively applied to 1,4-addition reaction of alpha,beta-unsaturated carbonyl compounds. The center chirality-axial chirality electron deficiency diphosphine ligand is practical, a catalyst is commercially available, and the reaction condition is mild.

Description

Technical field [0001] The invention relates to a method for synthesizing a central chiral-axial chiral electron-deficient bisphosphine ligand. Background technique [0002] Chiral bisphosphine ligands are an important class of ligands in asymmetric catalytic reactions, especially in transition metal-catalyzed reactions. Therefore, the design and synthesis of chiral bisphosphine ligands is still in current scientific research. Important content. (Document 1: Tang, W.; Zhang, X. Chem. Rev. 2003, 103, 3029.) [0003] At present, most of the reported bisphosphine ligands are electron-rich bisphosphine ligands (as opposed to triphenylphosphine), and there is no system for electron-deficient bisphosphine ligands. (Document 2: Genet, J.P.; Ayad, T.; Ratovelomanana-Vidal, V. Chem. Rev. 2014, 114, 2824.) [0004] In the research reported so far, it has been found that the use of electron-deficient bisphosphine ligands in some transition metal-catalyzed reactions has greatly changed the ac...

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Problems solved by technology

(Document 9: Hartwig, J.F.Inorg.Chem.2007, 46, 1936.) Axial chiral electron-deficient bisphosphine ligands have been studied one after another, but central chiral-electron-deficient bisphosphine ligands have not been studied so far. So we designed and synthesized a C-based 3 -TunePhos skeleton, central chirality - axial chirality of fluorine-containing electron-deficient bisphosphine ligands

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