SR11binaphthyls

SR11binaphthyls refers to a class of chiral organic compounds derived from BINOL (2,2'-dihydroxy-1,1'-binaphthyl). These molecules are characterized by their axial chirality, meaning they exhibit chirality due to restricted rotation around the bond connecting the two naphthyl rings. The designation "SR11" typically indicates a specific enantiomer or a derivative with modifications at certain positions, though the precise meaning can vary depending on context and research group.

These compounds are often employed as ligands in asymmetric catalysis, where their chiral structure can induce enantioselectivity in chemical reactions. By coordinating to metal centers, SR11binaphthyls create a chiral environment that favors the formation of one enantiomer of a product over the other. This is crucial in the synthesis of enantiomerically pure pharmaceuticals, agrochemicals, and other fine chemicals.

The synthesis of SR11binaphthyls often involves the resolution of racemic BINOL or asymmetric synthesis methodologies. Modifications to the basic BINOL structure, such as alkylation or arylation of the hydroxyl groups or substitution on the naphthyl rings, can tune their electronic and steric properties, allowing for optimization in specific catalytic applications. Their utility extends to various reaction types, including asymmetric hydrogenation, Diels-Alder reactions, and Michael additions.