(R,R)-(-)-N,N’-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

(R,R)-(-)-N,N’-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine, also known as (R,R)-Salen or (R,R)-bis-Salen, is a chiral ligand widely used in asymmetric synthesis and catalysis. The ligand is composed of two salicylaldehyde moieties linked by a cyclohexanediamine backbone. The tert-butyl groups on the salicylaldehyde substituents provide steric hindrance, contributing to the chirality of the molecule. (R,R)-Salen is commonly used in transition metal-catalyzed asymmetric reactions such as epoxidation, cyclopropanation, and allylic oxidation. The chiral environment provided by the ligand allows for the selective formation of one enantiomer from a racemic mixture. The ligand can be easily synthesized and modified, making it a versatile tool in organic chemistry. In terms of chemical information, (R,R)-Salen has a molecular formula of C34H46N2O2 and a molecular weight of 522.75 g/mol. The ligand has a melting point of 191-193 °C and is sparingly soluble in common organic solvents such as ethanol and acetone. The ligand forms complexes with a variety of transition metals such as manganese, iron, and copper. Overall, (R,R)-(-)-N,N’-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine is a valuable chiral ligand in organic synthesis and catalysis, providing selectivity and versatility in a wide range of reactions.