Photolysis of tertiary amines in the presence of CO2: the paths to formic acid, α-amino acids, and 1,2-diamines
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Berton, Mateo Otao; Mello, Rossella C. C.; Acerete, Rafael; González Núñez, María Elena
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Aquest document és un/a article, creat/da en: 2018
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The photolysis of triethylamine (1a) in the presence of carbon dioxide leads to the hydrogenation of CO2, the α-C-C coupling of triethylamine (1a), and the CO2-insertion into the α-C-H σ-bond of amine 1a. This reaction is proposed to proceed through the radical ion pair [R3N·+·CO2·-] generated by the photoionization of amine 1a and the electron capture by CO2. The presence of lithium tetrafluoroborate in the reaction medium promotes the efficient and stereoselective α-C-C coupling of 1a by enhancing the production of α-dialkylamino radicals and the isomerization of N,N,N',N'-tetraethylbutane-2,3-diamine (4a). |
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