Cleavage of C(aryl)-CH3 Bonds in the Absence of Directing Groups under Transition Metal Free Conditions was written by Dai, Peng-Fei;Ning, Xiao-Shan;Wang, Hua;Cui, Xian-Chao;Liu, Jie;Qu, Jian-Ping;Kang, Yan-Biao. And the article was included in Angewandte Chemie, International Edition in 2019.Application of 68716-49-4 This article mentions the following:
Organic chemists now can construct C-C σ-bonds selectively and sequentially, whereas methods for the selective cleavage of C-C σ-bonds, especially for unreactive hydrocarbons, remain limited. Activation by ring strain, directing groups, or in the presence of a carbonyl or a cyano group is usually required. By using a sequential strategy site-selective cleavage and borylation of C(aryl)-CH3 bonds was developed under directing group free and transition metal free conditions. Me groups of various arenes are selectively cleaved and replaced by boryl groups. Mechanistic anal. suggests that it proceeds by a sequential intermol. oxidation and coupling of a transient aryl radical, generated by radical decarboxylation, involving a pyridine-stabilized persistent boryl radical. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Application of 68716-49-4).
2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. 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.Application of 68716-49-4
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts