N,O- vs N,C-Chelation in Half-Sandwich Iridium Complexes: A Dramatic Effect on Enantioselectivity in Asymmetric Transfer Hydrogenation of Ketones was written by Zhou, Gang;Aboo, Ahmed H.;Robertson, Craig M.;Liu, Ruixia;Li, Zhenhua;Luzyanin, Konstantin;Berry, Neil G.;Chen, Weiping;Xiao, Jianliang. And the article was included in ACS Catalysis in 2018.Category: alcohols-buliding-blocks This article mentions the following:
Cyclometalation of [Cp*IrCl2]2 with a nonracemic phenyldihydrooxazolecarboxylate in the presence of NaOAc yielded either the N,C-chelated Cp*Ir(III) complex I or the N,O-chelated Cp*(III) complex II in either the absence or presence of water. While derived from the same precursor, I and II yielded enantiomeric products in the asym. transfer hydrogenation reactions of aryl alkyl ketones by formic acid and isopropylamine with significantly different enantioselectivities; in the presence of I, acetophenone was hydrogenated to (R)-α-methylbenzyl alc. in 6% conversion over 3 h and in 4% ee, while in the presence of the N,O-chelated complex II, (S)-α-methylbenzyl alc. was generated in 23% conversion and 98% ee. 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. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts