52291-49-3

Basic information

• Product Name: (R,R)-N,N'-bis(5-bromosalicylidene)-1,2-cyclohexanediamine
• CAS NO: 52291-49-3
• Molecular Weight: 480.199
• Mol File: 52291-49-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R,R)-N,N'-bis(5-bromosalicylidene)-1,2-cyclohexanediamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-N,N'-bis(5-bromosalicylidene)-1,2-cyclohexanediamine(52291-49-3)
• EPA Substance Registry System: (R,R)-N,N'-bis(5-bromosalicylidene)-1,2-cyclohexanediamine(52291-49-3)

Safety Data

• Hazardous Substances Data: 52291-49-3(Hazardous Substances Data)

Upstream product

• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 1761-61-1 5-bromosalicyclaldehyde 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 

Relevant articles and documents

Iron-catalyzed oxidation of thioethers by iodosylarenes: Stereoselectivity and reaction mechanism

Catalytic properties of a series of iron(III)-salen (salen = N,N′-bis(salicylidene)ethylenediamine dianion) and related complexes in asymmetric sulfoxidation reactions, with iodosylarenes as terminal oxidants, have been explored. These catalysts have been found to efficiently catalyze oxidation of alkyl aryl sulfides to sulfoxides with high chemoselectivity (up to 100%) and moderate-to-high enantioselectivity (up to 84% with isopropylthiobenzene and iodosylmesitylene), the TON (TON = turnover number) approaching 500. The influence of the ligand (electronic and steric effects of the substituents). oxidant, and substrate structures on the oxidation stereoselectivity has been investigated systematically. The structure of the reactive intermediates (complexes of the type [FeIII(ArIO)(salen)] and the reaction mechanism have been revealed by both mechanistic studies with different iodosylarenes and direct in situ 1H NMR observation of the formation of the reactive species and its reaction with the substrate.