76506-01-9

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 100-46-9 benzylamine 
• 85600-11-9 N-Benzylammonium-N'-benzylcarbaminat 

Downstream Products

• 1019483-15-8 3-((N-benzylamino)methyl)phenol 
• 142677-45-0 1-benzyl-5-(3-benzyloxyphenyl)imidazole 

Relevant academic research and scientific papers

Synthesis, characterization, and oxidation of new POCNimine-type pincer complexes of nickel

This report describes the synthesis and characterization of new pincer-type complexes of divalent and trivalent nickel. Refluxing toluene mixtures of NiBr2(CH3CN)n and the unsymmetrical pincer-type ligands Ph-POCH/su

Direct synthesis of imines via solid state reactions of carbamates with aldehydes

Various solid carbamates were prepared from the reactions of liquid amines with carbon dioxide in an autoclave and these carbamates were used as stable, efficient alternatives for toxic liquid amines. Solid-state grinding of carbamates and aldehydes, using a mortar and pestle, produced imines as the sole products in greater than 97% yields. Complete conversions were generally accomplished within a day at 25 °C without using solvents or additives. Reaction rates were drastically enhanced upon increasing the reaction temperature. In contrast, reactions of aldehydes with liquid amines in the presence of solvent or in neat conditions afforded imines in moderate yields along with by-products.

Monomeric and dimeric nickel complexes derived from a pincer ligand featuring a secondary amine donor moiety

Reaction of NiBr2(CH3CN)x with the unsymmetrical pincer ligand m-(i-Pr2PO)(CH2NHBn)C 6H4 (Bn = CH2Ph) gives the complex (R,S)-κP,κC,κN-{2-(i-Pr 2PO),6-(CH2NHBn)-C6H3}Ni IIBr, 1, featuring an asymmetric secondary amine donor moiety. Deprotonation of the latter with methyl lithium gave a dark brown compound that could not be characterized directly, but fully characterized derivatives prepared from this compound indicate that it is the LiBr adduct of the 14-electron amido species [κP,κC, κN-{2-(i-Pr2PO),6-(CH2NBn)-C 6H3}Ni], 2. Thus, 2·LiBr reacts with water to regenerate 1, while reaction with excess benzyl or allyl bromide gave the POCN-type pincer complexes 3 and 4, respectively, featuring tertiary amine donor moieties. On the other hand, heating 2·LiBr at 60 °C led to loss of LiBr and dimerization to generate the orange crystalline compound [μN;κP,κC,κN- {2-(i-Pr2PO),6-(CH2NBn)-C6H3}Ni] 2, 5. Solid state structural studies show that 1, 3, and 4 are monomeric, square planar complexes involving one Ni?N interaction, whereas complex 5 is a C2-symmetric dimer involving four Ni?N interactions and a Ni2N2 core featuring a short Ni?Ni distance (2.51 A). Preliminary reactivity tests have shown that 5 is stable toward weak nucleophiles such as acetonitrile but reacts with strong nucleophiles such as CO or 2,6-Me2(C6H3)NC. Reactions with protic reagents showed that phthalimide appears to break the dimer to generate a monomeric species, whereas alcohols appear to leave the dimer intact, giving rise instead to adducts through N...H...O interactions. These ROH adducts of 5 were found to be active precatalysts for the alchoholysis of acrylonitrile with up to 2000 catalytic turnover numbers.

Synthesis and Insect Growth Regulatory Activity of 1,5-Disubstituted Imidazoles with Non-terpene Chains

1-Isobutyl-5-(4-phenoxyphenyl)imidazole (KK-98), an inhibitor of juvenile hormone (JH) biosynthesis in the cockroach, and related imidazole compounds were evaluated against silkworm, Bombyx mori, for their activity to induce precocious metamorphosis.KK-98