7673-07-6

Upstream product

• 23825-35-6 N,N-dibenzylbenzamide 
• 100-46-9 benzylamine 
• 620-40-6 tribenzylamine 

Downstream Products

• 100-44-7 benzyl chloride 
• 108-88-3 toluene 
• 17595-26-5 IrHCl₂(CO)(P(CH₃)2(C₆H₅))2 
• 153740-13-7 tribenzylammonium dibenzylammonium tetrachlorocuprate 

Relevant academic research and scientific papers

Hydroborative reduction of amides to amines mediated by La(CH2C6H4NMe2-: O)3

The deoxygenative reduction of amides to amines is a great challenge for resonance-stabilized carboxamide moieties, although this synthetic strategy is an attractive approach to access the corresponding amines. La(CH2C6H4NMe2-o)3, a simple and easily accessible lanthanide complex, was found to be highly efficient not only for secondary and tertiary amide reduction, but also for the most challenging primary reduction with pinacolborane. This protocol exhibited good tolerance for many functional groups and heteroatoms, and could be applied to gram-scale synthesis. The active species in this catalytic cycle was likely a lanthanide hydride.

Reduction of Amides to Amines with Pinacolborane Catalyzed by Heterogeneous Lanthanum Catalyst La(CH2C6H4NMe2- o)3@SBA-15

Hydroboration of amides is a useful synthetic strategy to access the corresponding amines. In this contribution, it was found that the supported lanthanum benzyl material La(CH2C6H4NMe2-o)3@SBA-15 was highly active for the hydroboration of primary, secondary, and tertiary amides to amines with pinacolborane. These reactions selectively produced target amines and showed good tolerance for functional groups such as -NO2, -halogen, and -CN, as well as heteroatoms such as S and O. This reduction procedure exhibited the recyclable and reusable property of heterogeneous catalysts and was applicable to gram-scale synthesis. The reaction mechanisms were proposed based on some control experiments and the previous literature. This is the first example of hydroborative reduction of amides to amines mediated by heterogeneous catalysts.

Helical structures of tribenzylamine supramolecular complexes with [CoCl4]2-/[CuCl4]2-, and conformational comparisons of tribenzylamine in different supramolecular complexes

The compound tribenzylamine (TBA) and its derivatives are a type of classical tripodal ligands in building up diversity of supramolecular arrays or networks. In the present contribution, we described two new supramolecular complexes 2[C21H22N+]·[CoCl 4]2-·(1) and 2[C21H22N +]·[CuCl4]2- (2) by reacting protonated TBA with CoCl2·6H2O/CuCl2·2H 2O. Different from previous TBA supramolecular complexes, these two supramolecular complexes were easier to obtain by grinding protonated TBA and CoCl2·6H2O/CuCl2·2H2O in an agate mortar than using conventional solution method. The two supramolecular complexes form fascinating 3D helical architectures, with two types of interwoven helical chains involved inside the structures. A comparison of the geometries of TBA in these two supramolecular complexes with the previously reported TBA supramolecular complexes shows that the significant differences are due to the conformation of the three arms of phenyl rings around the N center.

FORMATION OF SULPHUR COMPOUNDS DURING THE HYDRODENITROGENATION OF ANILINE, CYCLOHEXYLAMINE, BENZYLAMINE, AND 2-PHENYLETHYLAMINE ON A NICKEL-TUNGSTEN CATALYST IN THE PRESENCE OF HYDROGEN SULPHIDE

Hydrodenitrogenations of aniline, cyclohexylamine, benzylamine, and 2-phenylethylamine were performed on a sulphided nickel-tungsten catalyst at 300 deg C in an autoclave filled with hydrogen in the absence and in the presence of hydrogen sulphide.Due to the presence of hydrogen sulphide the degree of conversion increased from 0.9 to 3,6percent for aniline and from 72 to 99percent for benzylamine, and the fraction of neutral substances increased from 2.4 to 7percent for cyclohexylamine and from 5.0 to 8.9percent for 2-phenylethylamine.The neutral fractions contained cyclohexanethiol, thiobenzamide, 2-phenylethanethiol, and other sulphur compounds giving evidence that the increased degree of conversion of the amines was due to the hydrogen sulphide taking direct part in the chemical reaction.

Carboxyl terminated polydienes

Carboxyl terminated polymers prepared by reacting a cyclic anhydride with a liquid polymeric hydroxyl terminated polymer selected from polyethers, polydienes, and copolymers of the dienes with styrene or acrylonitrile in the presence of a catalyst selected from quaternary ammonium salts and from halogen acid salts of amines. The carboxyl terminated polymers can be used as flexibilizers in epoxy resins.