title: Convenient Reductive Methylation of Amines with Carbonates at Room Temperature.
abstract: Methylation of amines is a fundamental and commonly used reaction in organic synthesis. Many methods are known including various reductive methylations using formaldehyde, formic acid, or carbon dioxide in the presence of reductants. However, several of these methods suffer from limited substrate scope and chemoselectivity because of the different nucleophilicities of substrates. In this respect, the combination of carbonates and hydrosilanes is a valuable methylation source in the presence of Pt-based catalysts. This highly tunable method allows for methylation of both aromatic and aliphatic amines, and chemoselective methylation of aminoalcohols and diamines. Notably, the in situ-formed catalyst can also be used for the reduction of carbonates to methanol at room temperature. Mechanistic insights on intermediates formed during the reaction pathway were obtained by using ESI mass spectrometry.
authors.affiliation: Leibniz-Institut für Katalyse e.V., Albert-Einstein-Str. 29a, 18059 Rostock (Germany).
authors.forename: Yuehui
authors.initials: Y
authors.lastname: Li
authors.affiliation: Leibniz-Institut für Katalyse e.V., Albert-Einstein-Str. 29a, 18059 Rostock (Germany).
authors.forename: Iván
authors.initials: I
authors.lastname: Sorribes
authors.affiliation: Serveis Centrals d'Instrumentació Científica, Universitat Jaume I, Av. Sos Baynat s/n, 12071 Castelló de la Plana (Spain).
authors.forename: Cristian
authors.initials: C
authors.lastname: Vicent
authors.affiliation: Leibniz-Institut für Katalyse e.V., Albert-Einstein-Str. 29a, 18059 Rostock (Germany).
authors.forename: Kathrin
authors.initials: K
authors.lastname: Junge
authors.affiliation: Leibniz-Institut für Katalyse e.V., Albert-Einstein-Str. 29a, 18059 Rostock (Germany). matthias.beller@catalysis.de.
authors.forename: Matthias
authors.initials: M
authors.lastname: Beller
keywords: alkylation; carbonates; platinum; reduction; silanes