Cooperative catalysis of noncompatible catalysts through compartmentalization: Wacker oxidation and enzymatic reduction in a one-pot process in aqueous medium was written by Sato, Hirofumi;Hummel, Werner;Groeger, Harald. And the article was included in Angewandte Chemie, International Edition in 2015.Safety of (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:
A Wacker oxidation using CuCl/PdCl2 as a catalyst system was combined with an enzymic ketone reduction to convert styrene enantioselectively into 1-phenylethanol in a one-pot process. Although the Wacker oxidation and enzymic reduction conducted in aqueous media are not compatible, the one-pot feasibility was achieved via compartmentalization of the two reactions. Conducting the Wacker oxidation in the interior of a polydimethylsiloxane thimble enabled diffusion of only the organic substrate and product into the exterior where the biotransformation takes place. Thus, the Cu ions detrimental to the enzyme are withheld from the reaction media of the biotransformation. In this one-pot process, which formally corresponds to an asym. hydration of alkenes, a range of 1-arylethanols, e.g., I, were formed with high conversions and 98-99 % ee. In addition, the catalyst system of the Wacker oxidation was recycled 15 times without significant decrease in conversion. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Safety of (R)-1-(3-Chlorophenyl)ethanol).
(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. The oxygen atom of the strongly polarized O―H 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. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Safety of (R)-1-(3-Chlorophenyl)ethanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts