Authors Ruiz-Castaneda, M; Rodriguez, AM; Aboo, AH; Manzano, BR; Espino, G; Xiao, JL; Jalon, FA in WILEY published article about CRYSTAL-STRUCTURE; ALKYLATION; ALCOHOLS; AMINATION; DEHYDROGENATION; SECONDARY; KETONES; IMINES; 5-(2-PYRIDYLMETHYLENE)HYDANTOIN; HYDROAMINATION in [Ruiz-Castaneda, Margarita; Rodriguez, Ana M.; Manzano, Blanca R.; Jalon, Felix A.] Univ Castilla La Mancha, Fac Quim, Dept Quim Inorgan Organ & Bioquim, IRICA, Avda Camilo J Cela 10, Ciudad Real 13071, Spain; [Aboo, Ahmed H.; Xiao, Jianliang] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England; [Espino, Gustavo] Univ Burgos, Fac Ciencias, Dept Quim, Plaza Misael Banuelos S-N, Burgos 09001, Spain in 2020.0, Cited 70.0. Application In Synthesis of Diphenylmethanamine. The Name is Diphenylmethanamine. Through research, I have a further understanding and discovery of 91-00-9
The development of efficient and eco-friendly methods for the synthesis of elaborate amines is highly desired as they are valuable chemicals. The catalytic alkylation of amines using alcohols as alkylating agents, through the so-called borrowing hydrogen process, satisfies several of the principles of green chemistry. In this paper, four neutral half-sandwich complexes of Ru(II), Rh(III), and Ir(III) have been synthesized and tested as catalysts in theN-benzylation of amines with benzyl alcohol. The new derivatives contain aN(boolean AND)N ‘ anionic ligand derived from 5-(pyridin-2-ylmethylene)hydantoin (Hpyhy) that has never been tested in metal complexes with catalytic applications. In particular, the Ir derivatives, [(Cp*)IrX(pyhy)] (X = Cl or H), exhibit high activity along with good selectivity in the process. Indeed, the scope of the optimized protocol has been proved in the benzylation of several primary and secondary amines. The selectivity towards monoalkylated or dialkylated amines has been tuned by adjusting the amine:alcohol ratio and the reaction time. Experimental results support a mechanism consisting of three consecutive steps, two of which are Ir catalyzed, and a favorable condensation step without the assistance of the catalyst. Moreover, an unproductive competitive pathway can operate when the reaction is performed in open-air vessels, due to the irreversible release of H-2. This route is hampered when the reaction is carried out in close vessels, likely because the release of H(2)is reversed through metal-based heterolytic cleavage. From our viewpoint, these results show the potential of the new catalysts in a very attractive and promising methodology for the synthesis of amines.
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Reference:
Amide – Wikipedia,
,Amide – an overview | ScienceDirect Topics