《Sustainable and Selective Alkylation of Deactivated Secondary Alcohols to Ketones by Non-bifunctional Pincer N-heterocyclic Carbene Manganese》 was written by Lan, Xiao-Bing; Ye, Zongren; Liu, Jiahao; Huang, Ming; Shao, Youxiang; Cai, Xiang; Liu, Yan; Ke, Zhuofeng. Formula: C7H7BrO And the article was included in ChemSusChem in 2020. The article conveys some information:
A sustainable and green route to access diverse functionalized ketones RC(O)CH2CH2R1 (R = Ph, thiophen-2-yl, 4-bromophenyl, etc.; R1 = Ph, naphthalen-2-yl, pyridin-3-yl, etc.) via dehydrogenative-dehydrative cross-coupling of primary R1CH2OH and secondary alcs. RCH(OH)CH3 is demonstrated. This borrowing hydrogen approach employing a pincer N-heterocyclic carbene Mn complex I•Br- (R2 = Me, iPr, Ph) displays high activity and selectivity. A variety of primary and secondary alcs. is well tolerant and results in satisfactory isolated yields. Mechanistic studies suggest that this reaction proceeds via a direct outer-sphere mechanism and the dehydrogenation of the secondary alc. substrates plays a vital role in the rate-limiting step. The results came from multiple reactions, including the reaction of (4-Bromophenyl)methanol(cas: 873-75-6Formula: C7H7BrO)
(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Formula: C7H7BrO It undergoes oxidation reaction in the presence of polyvinylpolypyrrolidone-supported hydrogen peroxide, silica sulfuric acid and ammonium bromide to yield 4-bromobenzaldehyde.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts