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- Title
Manganese(I)‐Catalyzed β‐Methylation of Alcohols Using Methanol as C<sub>1</sub> Source.
- Authors
Kaithal, Akash; Bonn, Pit; Hölscher, Markus; Leitner, Walter
- Abstract
Highly selective β‐methylation of alcohols was achieved using an earth‐abundant first row transition metal in the air stable molecular manganese complex [Mn(CO)2Br[HN(C2H4PiPr2)2]] 1 ([HN(C2H4PiPr2)2]=MACHO‐iPr). The reaction requires only low loadings of 1 (0.5 mol %), methanolate as base and MeOH as methylation reagent as well as solvent. Various alcohols were β‐methylated with very good selectivity (>99 %) and excellent yield (up to 94 %). Biomass derived aliphatic alcohols and diols were also selectively methylated on the β‐position, opening a pathway to "biohybrid" molecules constructed entirely from non‐fossil carbon. Mechanistic studies indicate that the reaction proceeds through a borrowing hydrogen pathway involving metal–ligand cooperation at the Mn‐pincer complex. This transformation provides a convenient, economical, and environmentally benign pathway for the selective C−C bond formation with potential applications for the preparation of advanced biofuels, fine chemicals, and biologically active molecules
- Subjects
ALCOHOL drinking; MANGANESE; METHANOL; TRANSITION metals; ALIPHATIC alcohols; GLYCOLS
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 1, p221
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201909035