1315511-05-7

Basic information

• Product Name: (R,R)-N,N'-bis(5-tert-butyl-salicylidene)-1,2-cyclohexanediamine
• CAS NO: 1315511-05-7
• Molecular Weight: 434.622
• Mol File: 1315511-05-7.mol

Chemical Properties

• CAS DataBase Reference: (R,R)-N,N'-bis(5-tert-butyl-salicylidene)-1,2-cyclohexanediamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-N,N'-bis(5-tert-butyl-salicylidene)-1,2-cyclohexanediamine(1315511-05-7)
• EPA Substance Registry System: (R,R)-N,N'-bis(5-tert-butyl-salicylidene)-1,2-cyclohexanediamine(1315511-05-7)

Safety Data

• Hazardous Substances Data: 1315511-05-7(Hazardous Substances Data)

Upstream product

• 2725-53-3 2-hydroxy-5-t-butylbenzaldehyde 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 98-54-4 para-tert-butylphenol 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 191480-63-4 (1R,2R)-1,2-diaminocyclohexane monohydrochloride 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 

Relevant articles and documents

Di-μ-oxo dimetal core of MnIV and TiIV as a linker between two chiral salen complexes leading to the stereoselective formation of different M - And P-helical structures

Because of restricted rotational freedom along the metal-metal axis, a di-μ-oxo dimetal core could be an excellent building block to create dinuclear compounds with well-defined stereochemistry, but their stereoselective synthesis remains a challenge. We herein report the formation of di-μ-oxo dimanganese(IV) complexes with tetradentate salen ligands bearing different degrees of steric bulk, in order to study stereochemical aspects of the dimerization reaction that potentially generates multiple stereoisomers. X-ray crystallography shows that the di-μ-oxo dimanganese(IV) complex with salen, where salen is (R,R)-N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2- cyclohexanediamine, adopts a unique structure in which two salen complexes are arranged in an M-helical fashion. According to the solution study using 1H, 2H NMR, and circular dichroism spectroscopies, the dimerization reaction is highly diastereoselective in the presence of the tert-butyl group at the 3/3′ position as a determinant steric factor. In contrast, the di-μ-oxo dititanium(IV) complex with the same salen ligand was previously reported to afford an opposite P-helical dimer. The present DFT study clarifies that a less-covalent Ti-O bonding causes a distortion of the di-μ-oxo dititanium(IV) core structure, generating a completely different framework for interligand interaction. The present study provides a solid basis to understand the stereochemistry for the formation of the di-μ-oxo dimetal core.

Copper(II) complexes of thioether-substituted salcyen and salcyan derivatives and their silver(I) adducts

New syntheses are reported of 5-tert-butyl-2-hydroxy-3- methylsulfanylbenzaldehyde, 5-tert-butyl-2-hydroxy-3-phenylsulfanyl- benzaldehyde, and salcyen (H2L1-H2L 3) and salcyan (H2L4-H2L 6)-type ligands derived from these aldehydes and from 5-tert-butyl-2-hydroxybenzaldehyde. The complexes [CuL] (L2- = [L1]2--[L6]2-) bearing sulfanyl substituents each show two distinct voltammetric ligand-based oxidations under the same conditions, the first of which is chemically reversible. The first oxidation product is much longer lived by coulometry for the salcyen than for the salcyan ligand complexes, despite the latter having a substantially lower oxidation potential. The lifetimes of all the ligand oxidation products in this system are substantially smaller than for similar compounds derived from 3,5-di(tert-butyl)-2-hydroxybenzaldehyde (Dalton Trans., 2004, 2662). Attempted chemical oxidation of the Schiff base compounds using AgBF4 yielded instead stable silver(I) adducts. A crystal structure of one such compound showed that the Ag atom was coordinated in a slightly bent geometry by the two ligand sulfanyl groups, with two additional long-range Ag ... O interactions to the phenoxide donors. EPR spectra showed that some of these silver adducts dimerise in CH2Cl2, probably through basal, apical intermolecular Cu-O ... Cu bridging. In contrast the parent copper(II) complexes are all monomeric in this solvent by EPR. The Royal Society of Chemistry 2005.

Influence of aromatic substituents on metal(II)salen catalysed, asymmetric synthesis of α-methyl α-amino acids

The influence of substituents on both the aromatic rings of the catalyst, and the benzylidene unit of the substrate are investigated in the (salen)copper(II) catalysed asymmetric benzylation of alanine derivatives. Catalysts with electron-donating, and el

Substituted salen-Ru(II) complexes as catalysts in the asymmetric cyclopropanation of styrene by ethyl diazoacetate: The influence of substituents and achiral additives on activity and enantioselectivity

A series of alkyl-, halogen- and nitro-substituted salen ligands, 1, have been employed in the asymmetric cyclopropanation of styrene with ethyl diazoacetate by its ruthenium(II) complex with [RuCl2(p-cymene)]2 or RuCl2(PP