The Application of Molecular Tethers in Controlling Axial Chirality

Abstract

Type of publicationArticle (peer-reviewed) Abstract: Atropisomeric biaryl compounds are an attractive target in organic chemistry due to their abundance in nature and their utility as ligands in catalysis. Among the methods available for their synthesis, the use of chiral tethers offers very high levels of stereocontrol. In this article, we review the application of molecular tethers in controlling axial chirality across a range of different ligands and natural products.

Chiral exploration of 6,12‐diphenyldibenzo[b,f][1,5]diazocine with stable conformation

“…Recently, the concept of conformational chirality based on axial and planar chiral molecules has become a topic of intense interest. [7][8][9][10][11][12][13][14][15] Different kinds of structures with the restricted rotation of σ-bonds such as biaryls, cyclophanes, and strained cyclic alkenes have been developed for asymmetric catalysis, functional materials, supramolecular chemistry, targets of total synthesis, and so on. [16][17][18][19][20] Increasing the conformational stability gives higher chances for optical resolution of conformationally chiral molecules.…”

“…Classic chirality based on sp hybridized stereogenic centers has been well investigated, while less emphasis has been devoted to inherent chirality induced only by special molecular conformation. Recently, the concept of conformational chirality based on axial and planar chiral molecules has become a topic of intense interest . Different kinds of structures with the restricted rotation of σ‐bonds such as biaryls, cyclophanes, and strained cyclic alkenes have been developed for asymmetric catalysis, functional materials, supramolecular chemistry, targets of total synthesis, and so on …”