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

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

Mateo Berton, Rossella Mello, Rafael Acerete, María Elena González Núñez

J Org Chem. 2018 Jan 5;83(1):96-103.

PMID: 29239181

Abstract:

The photolysis of triethylamine (1a) in the presence of carbon dioxide leads to the hydrogenation of CO2, the α-C-C coupling of 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).

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP14283079-A	Lithium tetrafluoroborate		14283-07-9	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: