Berton, Mateo Otao; Mello, Rossella C. C.; Acerete, Rafael; González Núñez, María Elena | |
This document is a artículoDate2018 | |
Este documento está disponible también en : http://hdl.handle.net/10550/66908 |
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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). | |
Berton, Mateo Otao Mello, Rossella C. C. Acerete, Rafael González Núñez, María Elena 2018 Photolysis of tertiary amines in the presence of CO2: the paths to formic acid, α-amino acids, and 1,2-diamines Journal of Organic Chemistry 83 1 96 103 |
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https://doi.org/10.1021/acs.joc.7b02407 |