Direct ortho-C-H Aminoalkylation of 2-Substituted Pyridine Derivatives Catalyzed by Yttrium Complexes with N,N’-Diarylethylenediamido Ligands was written by Kundu, Abhinanda;Inoue, Mariko;Nagae, Haruki;Tsurugi, Hayato;Mashima, Kazushi. And the article was included in Journal of the American Chemical Society in 2018.HPLC of Formula: 644-98-4 This article mentions the following:
A mixed ligated amidoyttrium complex, Y(NBn2)(L1)(THF)2 (L1 = N,N’-bis(2,6-diisopropylphenyl)ethylenediamine), served as a catalyst for addition of the ortho-pyridyl C(sp2)-H bond of 2-substituted pyridines to nonactivated imines; and showed superior catalytic performance compared with Y[N(SiMe3)2]3 and Y[N(SiMe3)2]2(NBn2)(THF). Concerning the reaction mechanism, a stoichiometric reaction of an alkylyttrium complex, Y(CH2SiMe3)(L1)(THF)2, with 2-ethylpyridine, giving a mixture of (η3-pyridylmethyl)yttrium complex and (η2-pyridyl)yttrium complex along with elimination of SiMe4. Furthermore, addition of N-(tert-butyl)-2-methylpropan-1-imine to the mixture of yttrium complexes afforded a (pyridylmethylamido)yttrium complex as a single product, and the catalytic activity of the pyridinyl-yttrium complex was comparable to that of Y(NBn2)(L1)(THF)2 complex. Kinetic anal. of the aminoalkylation reaction in the presence/absence of HNBn2 revealed that the reaction rate in the presence of HNBn2 was four times faster than that without HNBn2 due to acceleration of the product-eliminating step from the complex by HNBn2 to regenerate amidoyttrium complex and the product. In addition, it was determined that the catalytic reaction obeyed a first-order rate dependence on the catalyst concentration, independent of the imine concentration, and a second-order rate dependence on the concentration of the pyridine substrate in the reaction system, both with and without HNBn2. An enantiomerically pure N,N’-diaryl-1,2-diphenylethylenediamido ligand was applied for the C(sp2)-H aminoalkylation reaction in combination with Lu(CH2SiMe3)3(THF)2 to give chiral aminoalkylated products in moderate yield with good enantioselectivity. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4HPLC of Formula: 644-98-4).
2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. HPLC of Formula: 644-98-4