Dipyridine ligands with axial chirality and synthetic method thereof

Abstract

The invention relates to dipyridine ligands with axial chirality. A synthetic method adopts 3-hydroxy-2-halogen pyridine as an initial raw material, and includes loading a chiral skeleton with the pyridine through a Mitsunobu reaction with a chiral diol, and achieving pyridine coupling through an Ullman reaction catalyzed by nickel (0) or copper (0) to obtain the dipyridine ligands induced by the chiral diol. The method is simple and convenient in operation and high in yield. The synthetic method is more practical when being compared with traditional methods.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a class of bipyridine ligands with axial chirality and a synthesis method thereof. Background technique [0002] Chiral bipyridyl ligands have been widely concerned by scientific researchers since they were first synthesized in 1984, and thus have been rapidly developed and applied. Chiral bipyridyl ligands can coordinate with a variety of metals to catalyze a series of asymmetric reactions, and gradually develop into an important class of ligands in asymmetric catalytic reactions, especially in reactions catalyzed by transition metals. Therefore, the design and synthesis of novel chiral bipyridyl ligands is still an important part of asymmetric catalysis research [1] . (Document 1: Thummel, R.P; Chelucci, G. Chem. Rev. 2002, 102, 3129.) [0003] Compared with central chiral and planar bipyridyl ligands, there are relatively few studies on axial chiral bipyridyl li...

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Problems solved by technology

[0005] From the above examples, we can see that the development of axial chiral bipyridyl ligands that conduct and control chirality through the chiral backbone is less developed, and its application in asymmetric reactions is rarely reported.

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