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The photolysis of triethylamine (1a) in the presence of carbon dioxide leads to the hydrogenation of CO 2 , the α-C-C coupling of 1a, and the CO 2 insertion into the α-C-H σ-bond of amine 1a. This reaction is proposed to proceed through the radical ion pair [R 3 N •+ ·CO 2  •- ] generated by the photoionization of amine 1a and the electron capture by CO 2 . 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).

Photolysis of Tertiary Amines in the Presence of CO2: The Paths to Formic Acid, α-Amino Acids, and 1,2-Diamines

Photolysis of Tertiary Amines in the Presence of CO₂: The Paths to Formic Acid, α-Amino Acids, and 1,2-Diamines