142475-00-1Relevant articles and documents
Perdeuteration of Deactivated Aryl Halides by H/D Exchange under Superelectrophile Catalysis
He, Tao,Klare, Hendrik F. T.,Oestreich, Martin
supporting information, p. 4734 - 4738 (2022/03/27)
Superelectrophilic silylium/arenium ions are shown to be highly effective H/D exchange promoters for the exhaustive deuteration of electron-deficient aryl halides. Several of the resulting perdeuterated aryl halides have been previously inaccessible with existing deuterium-labeling procedures. Using inexpensive C6D6as the deuterium source, excellent degrees of deuterium incorporation were achieved under ambient reaction conditions. Importantly, the perdeuteration remains unaffected on multigram scale, even at a reduced catalyst loading of 0.1 mol %. By this method, otherwise expensive or noncommercially available NMR solvents such as 1,2-dichloro- and 1,2-difluorobenzene can be prepared.
Synthesis of deuterium-labelled 2,5-bis(4-amidinophenyl)furan, 2,5-bis[4-(methoxyamidino)phenyl]furan, and 2,7-diamidinocarbazole
Stephens, Chad E.,Patrick, Donald A.,Chen, Heidi,Tidwell, Richard R.,Boykin, David W.
, p. 197 - 208 (2007/10/03)
The syntheses of 2,5-bis(4-amidinophenyl)furan-d8 (1-d8) and 2,5-bis[4-(methoxyamidino)phenyl]furan-d8 (2-d8) from bromobenzene-d5 in six steps, and of 2,7-diamidinocarbazole-d6 (3-d6