Sustainable and Selective Alkylation of Deactivated Secondary Alcohols to Ketones by Non‐bifunctional Pincer N‐heterocyclic Carbene Manganese. Issue 10 (28th April 2020)

• Record Type: Journal Article
• Authors: Lan, Xiao‐Bing; Ye, Zongren; Liu, Jiahao; Huang, Ming; Shao, Youxiang; Cai, Xiang; Liu, Yan; Ke, Zhuofeng
• Is Part Of: ChemSusChem. Volume 13:Issue 10(2020)
• Page Start: 2557
• Page End: 2563
• Publication Date: 2020-04-28
• Subjects: alkylation -- borrowing hydrogen -- manganese -- N-heterocyclic carbene -- pincer; Green chemistry -- Periodicals; Sustainable engineering -- Periodicals; Chemistry -- Periodicals; Chemical engineering -- Periodicals; 660
• DOI: 10.1002/cssc.202000576
• Languages: English
• ISSNs: 1864-5631

Abstract

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. Abstract : Borrowing hydrogen : 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. 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.