An update on the compound challenge: C8H10O2

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Recommanded Product: 105-13-5. Authors Huang, M; Li, YW; Lan, XB; Liu, JH; Zhao, CY; Liu, Y; Ke, ZF in ROYAL SOC CHEMISTRY published article about in [Huang, Ming] Guangdong Pharmaceut Univ, Sch Clin Pharm, Affiliated Hosp 1, Clin Pharm, Guangzhou 510006, Peoples R China; [Huang, Ming; Li, Yinwu; Lan, Xiao-Bing; Liu, Jiahao; Zhao, Cunyuan; Ke, Zhuofeng] Sun Yat Sen Univ, Sch Chem, PCFM Lab, Sch Mat Sci & Engn, Guangzhou 510275, Peoples R China; [Liu, Yan] Guangdong Univ Technol, Sch Chem Engn & Light Ind, Guangzhou 510006, Peoples R China in 2021, Cited 67. The Name is (4-Methoxyphenyl)methanol. Through research, I have a further understanding and discovery of 105-13-5

Metal hydride complexes are key intermediates for N-alkylation of amines with alcohols by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcohols and the hydrogenation of imines. Herein we report ruthenium(s) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in the N-alkylated reaction via reactivity tuning of IRu-H) species by hetero-bidentate ligands. In particular, complex 6cb with a phenyl wingtip group and BArr counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70 degrees C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcohols were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and density functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selection via [Ru-H] species in this process.

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Reference:
Alcohol – Wikipedia,
,Alcohols – Chemistry LibreTexts