C-Alkylation of Secondary Alcohols by Primary Alcohols through Manganese-Catalyzed Double Hydrogen Autotransfer

Osama El-Sepelgy, Esteban Matador, Aleksandra Brzozowska, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

A new Mn-catalyzed alkylation of secondary alcohols with non-activated alcohols is presented. The use of a stable and well-defined manganese pincer complex, stabilized by a PNN ligand, together with a catalytic amount of base enabled the conversion of renewable alcohol feedstocks to a broad range of higher-value alcohols in good yields with water as the sole byproduct. The strategy eliminates the need for exogenous and detrimental alkyl halides as well as the use of noble metal catalysts, making the C-alkylation through double hydrogen autotransfer a highly sustainable and environmentally benign process. Mechanistic investigations support a hydrogen autotransfer mechanism in which a non-innocent ligand plays a crucial role.
Original languageEnglish (US)
Pages (from-to)3099-3102
Number of pages4
JournalChemSusChem
Volume12
Issue number13
DOIs
StatePublished - Sep 21 2018

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