Photolysis of Tertiary Amines in the Presence of CO2: The Paths to Formic Acid, α-Amino Acids, and 1,2-Diamines
| Autor: | María Elena González Núñez, Rossella Mello, Rafael Acerete, Mateo Berton |
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| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Formic acid Radical Organic Chemistry Photodissociation Lithium tetrafluoroborate 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Radical ion chemistry Amine gas treating Aminoàcids Química orgànica Isomerization Triethylamine |
| Zdroj: | 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 RODERIC. Repositorio Institucional de la Universitat de Valéncia instname |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/acs.joc.7b02407 |
| Popis: | 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). |
| Databáze: | OpenAIRE |
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