Wang, Yaxin; Zhao, Jianyou; Qiao, Tianjiao; Zhang, Jian; Chen, Gong published their research in Chinese Journal of Chemistry on December 31 ,2021. The article was titled 《Tunable System for Electrochemical Reduction of Ketones and Phthalimides》.COA of Formula: C13H11ClO The article contains the following contents:
An efficient, tunable system for electrochem. reduction of ketones R1C(O)R2 (R1 = Ph, pyridin-2-yl, 4-chlorophenyl, etc.; R2 = H, t-Bu, thiophen-2-yl, 3-bromophenyl, etc.) and phthalimides I (R3 = prop-2-en-1-yl, phenoxymethyl, Bn, etc.) at room temperature without the need for stoichiometric external reductants was reported. By utilizing NaN3 as the electrolyte and graphite felt as both the cathode and the anode, it was able to selectively reduce the carbonyl groups of the substrates to alcs. R1C(OH)R2, pinacols (R1C(OH)R2)2, or methylene groups e.g., 13-chloro-4-azatricyclo[9.4.0.0 (3,8)]pentadeca-1(11),3,5,7,12,14-hexaene by judiciously choosing the solvent and an acidic additive. The reaction conditions were compatible with a diverse array of functional groups, and phthalimides I could undergo one-pot reductive cyclization to afford products with indolizidine scaffolds e.g., 10-azatetracyclo[8.7.0.0(2,7).0(12,17)]heptadeca-2,4,6,12(17),13,15-hexaen-11-one. Mechanistic studies showed that the reactions involved electron, proton, and hydrogen atom transfers. Importantly, an N3/HN3 cycle operated as a hydrogen atom shuttle, which was critical for reduction of the carbonyl groups to methylene groups e.g., 13-chloro-4-azatricyclo[9.4.0.0 (3,8)]pentadeca-1(11),3,5,7,12,14-hexaene. In addition to this study using (3-Chlorophenyl)(phenyl)methanol, there are many other studies that have used (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3COA of Formula: C13H11ClO) was used in this study.
(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.COA of Formula: C13H11ClO
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts