Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Using Unsymmetrical Vicinal Diamine-Based Ligands: Dramatic Substituent Effect on Catalyst Efficiency was written by Zhang, Bo;Wang, Hui;Lin, Guo-Qiang;Xu, Ming-Hua. And the article was included in European Journal of Organic Chemistry in 2011.Application of 120121-01-9 This article mentions the following:
The use of unsym. vicinal diamines as ligands for Ru-catalyzed asym. transfer hydrogenation is described. With a SmI2-mediated cross-coupling protocol, a series of enantiomerically pure unsym. vicinal diamines were readily prepared and examined in the asym. transfer hydrogenation. It was found that an aromatic substituent on the carbon bearing the -NHTs group and a bulky alkyl substituent on the other side, are both very important for the effectiveness of the ligand, suggesting that the substituent has a dramatic effect on the catalyst efficiency. With ligand I, excellent enantioselectivities that are comparable to N-tosyl-1,2-diphenylethane-1,2-diamine (TsDPEN) were achieved. The results provide some helpful information on the mechanism of Ru-catalyzed asym. transfer hydrogenation. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Application of 120121-01-9).
(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. The oxygen atom of the strongly polarized O鈥旽 bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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.Application of 120121-01-9
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts