191469-76-8

Upstream product

• 100-52-7 benzaldehyde 
• 63671-68-1 N-(2-pyridylmethyl)-2-hydroxybenzylamine 
• 100-46-9 benzylamine 
• 90-02-8 salicylaldehyde 
• 886-08-8 N-(benzyl)salicylaldimine 
• 4377-33-7 2-chloromethylpyridine 
• 5001-26-3 2-hydroxy-N-(benzyl)benzylamine 

Downstream Products

• 1346254-03-2 (3,5-di-tert-butyl-catecholato)(2-((N-benzylpyrid-2-ylmethylamino)methyl)phenolato)(methanol)iron(III) 

Relevant academic research and scientific papers

Efficient synthesis of new asymmetric tripodal ligands using microwave irradiation, and their crystal structures

An efficient method for the synthesis of asymmetric tripodal ligands from aryl aldehydes and (2-hydro-xybenzyl-2-pyri-dylmethyl)amine was developed. It has the advantages of short reaction times, high yields and a simple methodology. The title ligands were characterized using a combination of 1H NMR, 13C NMR, FT-IR and H RMS spectroscopies. The structures of some of the ligand were confirmed by single-crystal X-ray diffraction. This journal is

Functional models for enzyme-substrate adducts of catechol dioxygenase enzymes: The Lewis basicity of facially coordinating tridentate phenolate ligands tunes the rate of dioxygenation and product selectivity

A few iron(III) 3,5-di-tert-butylcatecholate (DBC2-) adducts of the type [Fe(L)(DBC)(CH3OH)], where L is a tridentate substituted monophenolate ligand such as 2-((N-benzylpyrid-2-ylmethylamino)methyl)phenol (H(L1)), 2-((N-benzylpyrid-2-ylmethylamino)-methyl)-4,6-dimethylphenol (H(L2)), 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-di-tert-butylphenol (H(L3)) and 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4-nitrophenol (H(L4)), have been isolated and characterized by elemental and ESI-MS analysis. The spectral and electrochemical properties and dioxygenase activities of the adducts have been studied in methanol solution. Upon varying the substituents on the phenolate ring from electron-releasing to electron-withdrawing, the redox potential of DBSQ/DBC2- couple is shifted to a more positive value indicating an increase in covalency of iron(III)-catecholate bonds. All the complexes elicit cleavage of DBC2- using molecular oxygen to afford both intra- (I) and extradiol (E) cleavage products with the product selectivity (E/I) varying in the range 0.3-1.9. Interestingly, the incorporation of electron-withdrawing substituents facilitates the regioselective extradiol cleavage of catechol while that of electron-releasing substituents facilitate the regioselective intradiol cleavage.