(R,R)-(+)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline) (CAS: 131833-97-1) and (S,S)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline) (CAS: 131833-93-7) are enantiomerically pure chiral ligands belonging to the bis(oxazoline) (BOX) family. These compounds are well-known for their high stereochemical control and excellent coordination ability with transition metals, making them indispensable in modern asymmetric catalysis.
Structurally, both enantiomers feature two oxazoline rings linked via an isopropylidene bridge, with tert-butyl substituents providing steric bulk to enhance selectivity in catalytic systems. Their chirality enables the formation of well-defined metal complexes—particularly with Cu, Zn, Ni, Fe, and Pd—which are extensively utilized in enantioselective transformations such as Diels–Alder reactions, cyclopropanations, aldol condensations, and oxidative coupling processes.
In asymmetric synthesis, these chiral BOX ligands serve as a cornerstone for generating optically pure products with high enantiomeric excess (ee). Their ability to induce chirality and improve reaction efficiency has made them a preferred choice in pharmaceutical intermediate synthesis, fine chemical manufacturing, and academic catalytic research. Furthermore, their chemical robustness, ease of complexation, and broad compatibility with different metal centers offer flexibility for both homogeneous and heterogeneous catalysis.
Beyond catalysis, the unique molecular framework of these ligands contributes to research in coordination chemistry, supramolecular assembly, and material science, where precise chiral control is essential for tailoring molecular function.
UCHEM provides both (R,R)-(+)- and (S,S)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline) with high optical purity, stable performance, and ready-to-ship availability. Each batch is manufactured and tested under stringent quality standards to ensure reproducibility and consistency across various applications.
Whether your research focuses on developing new asymmetric catalytic systems, synthesizing enantiomerically enriched molecules, or exploring chiral coordination frameworks, UCHEM’s enantiopure bis(oxazoline) ligands deliver the precision and reliability needed to advance your work.
