4334-26-3Relevant articles and documents
Palladium(II) complexes with N,N′-bidentate N-methyl-N-(pyridin-2-ylmethyl)aniline and its derivatives: Synthesis, characterization, and methyl methacrylate polymerization
Kim, Sunghoon,Song, Yujin,Lee, Ha-Jin,Jeon, Jongho,Park, Sang Hyun,Lee, Hyosun
, p. 609 - 617 (2015)
The N,N′-bidentate [(N,N′)PdCl2] complexes [i.e., [LnPdCl2] (Ln = L1-L5)] were synthesized by the reaction of [Pd(CH3CN)2Cl2] with N-methyl-N-(pyridin-2-ylmethyl)aniline (L1) and its derivatives (L2-L5) in ethanol. The molecular structures of [LnPdCl2] (Ln = L1-L3) were characterized using X-ray crystallography, which showed that the Pd atom in the Pd(II) complexes had a square planar geometry involving two nitrogen atoms of N,N′-bidentate and two chlorido ligands. The complexes [LnPdCl2] (Ln = L1-L5) were investigated for methyl methacrylate (MMA) polymerization in the presence of modified methylaluminoxane (MMAO) at 60°C. Specifically, complex [L1PdCl2] showed moderate catalytic activity toward MMA polymerization with an activity of 3.03 × 104 g poly(methylmethacrylate) (PMMA)/mol Pd·h and PMMA syndiotacticity (characterized by 1H NMR spectroscopy) of ～0.68.
Rhodium catalysts with cofactor mimics for the biomimetic reduction of CN bonds
Chen, Fushan,Deng, Li,Dong, Wenjin,Tang, Jie,Xian, Mo
, p. 5564 - 5569 (2021/08/25)
A strategy based on the cooperation between metal and bonded cofactor mimics was applied to the transfer hydrogenation of CN bonds. We designed and synthesized a rhodium complex containing a 1,3-dimethylbenzoimidazole moiety, which could transfer hydride from a rhodium center to imine substrates in a biomimetic way. Under both transfer hydrogenation and reductive amination reaction conditions, the catalyst exhibited good selectivity towards CN bonds. With the catalyst, 34 imines were transfer hydrogenated to corresponding amines and a key intermediate of retigabine was prepared via reductive amination in a greener way. According to the NMR observations and isotope experiments, a plausible mechanism for this biomimetic reduction of CN bonds were proposed.
Experimental and mechanistic insights into copper(ii)-dioxygen catalyzed oxidative: N -dealkylation of N -(2-pyridylmethyl)phenylamine and its derivatives
Wang, Yang,Liu, Haixiong,Zhang, Xiaofeng,Zhang, Zilong,Huang, Deguang
supporting information, p. 9164 - 9168 (2017/11/15)
A di-(2-pyridylmethyl)phenylamine ((PyCH2)2NPh) supported Cu(ii)/O2 catalytic system was explored with the synthesis of pyridylmethyl-based compounds of carboxylate (PyCOOH), amide (PyC(O)NHPh), and imine (PyCHNPh) from the oxidative N-dealkylation of N-(2-pyridylmethyl)phenylamine (PyCH2NHPh) and its derivatives, by means of controlling the addition of a base and/or water to the reaction system under a dioxygen atmosphere at room temperature. Experimental studies showed that the imine and amide species could be precursors in succession in the way to the final oxidation state of carboxylates. A cyclic catalytic mechanism was proposed including the base triggered C-H bond activation of the 2-pyridylmethyl group (PyCH2-) and the intermolecular Cu-OOH α-hydrogen atom abstraction from the coordinated imine substrate (PyCHNPh).
Multicomponent reaction of imidazo[1,5- a ]pyridine carbenes with aldehydes and dimethyl acetylenedicarboxylate or allenoates: A straightforward approach to fully substituted furans
Pan, Huan-Rui,Li, Yong-Jia,Yan, Cai-Xia,Xing, Juan,Cheng, Ying
supporting information; experimental part, p. 6644 - 6652 (2010/11/17)
The facile three-component reactions of N,N-substituted imidazo[1,5-a]pyridine carbenes, namely imidazo[1,5-a]pyridin-3-ylidenes, with aldehydes and DMAD or allenoates were disclosed. Both reactions proceeded via tandem nucleophilic addition, [3 + 2]-cycloaddition, and ring transformation to produce different 4-[(2-pyridyl)methyl]aminofuran derivatives generally in moderate yields. This work not only 'rovided the first example of the application of imidazo[1,5-a]pyridin-3-ylidenes in organic synthesis but also developed a straightforward approach to fully substituted furans that are not easily accessible by other methods.
