Imidazolium ion tethered TsDPENs as efficient water-soluble ligands for rhodium catalyzed asymmetric transfer hydrogenation of aromatic ketones was written by Kang, Guowei;Lin, Silong;Shiwakoti, Atul;Ni, Bukuo. And the article was included in Catalysis Communications in 2014.Category: alcohols-buliding-blocks This article mentions the following:
An imidazolium ion tethered TsDPEN has been synthesized readily and used as a water-soluble ligand for [Cp*RhCl2]2 catalyzed asym. transfer hydrogenation (ATH) of aromatic ketones in water. This process provided secondary alcs. in moderate to excellent conversions (up to 100%) with high enantioselectivity (up to 98% ee) under mild reaction conditions without adding any surfactants. The catalytic system is highly effective with the substrate to catalyst (S/C) ratio of 500 and low hydride donor loading of 1.5 equivalent of HCO2Na. The procedure presented is simple and makes this method suitable for practical use. The synthesis of the target compounds was achieved using [[[[[(amino)diphenylethyl]amino]sulfonyl]phenyl]methyl]imidazolium salt and a rhodium complex as catalyst combination. The catalyst was prepared using N-[(1S,2S)-2-amino-1,2-diphenylethyl]carbamic acid 1,1-dimethylethyl ester and imidazole derivatives as starting materials. Under optimized conditions di-渭-(chloro)dichlorobis[(1,2,3,4,5-畏)-1,2,3,4,5-pentamethyl-2,4-cyclopentadien-1-yl]dirhodium was used as a catalyst. Transfer hydrogenation of 1-(phenyl)ethanone (acetophenone) derivatives gave (伪S)-伪-(methyl)benzenemethanol (chiral benzyl alc.) derivatives In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Category: alcohols-buliding-blocks).
(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R鈥昈鈭?. For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts