Category: alcohols-buliding-blocksIn 2021 ,《Ruthenium(II) complexes with N-heterocyclic carbene-phosphine ligands for the N-alkylation of amines with alcohols》 was published in Organic & Biomolecular Chemistry. The article was written by Huang, Ming; Li, Yinwu; Lan, Xiao-Bing; Liu, Jiahao; Zhao, Cunyuan; Liu, Yan; Ke, Zhuofeng. The article contains the following contents:
Metal hydride complexes are key intermediates for N-alkylation of amines with alcs. by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcs. and the hydrogenation of imines. Herein we report ruthenium(II) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in the N-alkylated reaction via reactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex I·BArF- with a Ph wingtip group and BArF- counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70°C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcs. 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 d. functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selection via [Ru-H] species in this process. The experimental process involved the reaction of (4-Bromophenyl)methanol(cas: 873-75-6Category: alcohols-buliding-blocks)
(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Category: alcohols-buliding-blocks It undergoes efficient trimethylsilylation reaction with 1,1,1,3,3,3-hexamethyldisilazane in the presence of catalytic amount of aspartic acid in acetonitrile.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts