Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes. 496-72-0, Name is 3,4-Diaminotoluene, molecular formula is C7H10N2, HPLC of Formula: https://www.ambeed.com/products/496-72-0.html, belongs to naphthyridine compound, is a common compound. In a patnet, author is Daw, Prosenjit, once mentioned the new application about 496-72-0.
Treatment of [Rh(COD)(mu-Cl)](2) with excess (BuOK)-Bu-t and subsequent addition of 2 equiv of PIN center dot HBr in THF afforded [Rh(COD)(kappa C-2-PIN)Br] (1) (PIN = 1-isopropyl-3-(5,7-dimethyl-1,8-naphthyrid-2-yl)imidazol-2-ylidene, COD = 1,5-cyclooctadiene). The X-ray structure of 1 confirms ligand coordination to Rh(COD)Br through the carbene carbon featuring an unbound naphthyridine. Compound 1 is shown to be an excellent catalyst for the hydration of a wide variety of organonitriles at ambient temperature, providing the corresponding organoamides. In general, smaller substrates gave higher yields compared with sterically bulky nitriles. A turnover frequency of 20 000 h(-1) was achieved for the acrylonitrile. A similar Rh(I) catalyst without the naphthyridine appendage turned out to be inactive. DFT studies are undertaken to gain insight on the hydration mechanism. A 1:1 catalyst-water adduct was identified, which indicates that the naphthyridine group steers the catalytically relevant water molecule to the active metal site via double hydrogen-bonding interactions, providing significant entropic advantage to the hydration process. The calculated transition state (TS) reveals multicomponent cooperativity involving proton movement from the water to the naphthyridine nitrogen and a complementary interaction between the hydroxide and the nitrile carbon. Bifunctional water activation and cooperative proton migration are recognized as the key steps in the catalytic cycle.
The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic, their interactions with reaction intermediates and transition states. I hope my blog about 496-72-0 is helpful to your research. HPLC of Formula: https://www.ambeed.com/products/496-72-0.html.
Reference:
1,8-Naphthyridine – Wikipedia,
,1,8-Naphthyridine | C8H6N2 – PubChem