Sustainable and Selective Alkylation of Deactivated Secondary Alcohols to Ketones by Non‐bifunctional Pincer N‐heterocyclic Carbene Manganese
Xiao‐Bing Lan, Zongren Ye, Jiahao Liu, Ming Huang, Youxiang Shao, Xiang Cai, Yan Liu, Zhuofeng Ke
Abstract
A sustainable and green route to access diverse functionalized ketones via dehydrogenative-dehydrative cross-coupling of primary and secondary alcohols is demonstrated. This borrowing hydrogen approach employing a pincer N-heterocyclic carbene Mn complex displays high activity and selectivity. A variety of primary and secondary alcohols are well tolerant and result in satisfactory isolated yields. Mechanistic studies suggest that this reaction proceeds via a direct outer-sphere mechanism and the dehydrogenation of the secondary alcohol substrates plays a vital role in the rate-limiting step.
Topics & Concepts
DehydrogenationChemistryCarbeneBifunctionalPrimary (astronomy)AlkylationCombinatorial chemistryPincer movementSelectivityManganeseCatalysisOrganic chemistryAlcoholPhotochemistryAstronomyPhysicsAsymmetric Hydrogenation and CatalysisNanomaterials for catalytic reactionsCarbon dioxide utilization in catalysis