95307-64-5Relevant articles and documents
VISIBLE-LIGHT MEDIATED ORGANOPHOTOREDOX CATALYTIC DEUTERATION OF AROMATIC AND ALIPHATIC ALDEHYDES
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Paragraph 0052; 0056; 00103; 00123-00124, (2021/06/22)
Described are methods for preparing a deuterated aldehyde using with a photocatalyst and a hydrogen atom transfer agent in a H2O free solvent comprising D2O and an organic solvent under an inert gas. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions.
Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach
Zhang, Yueteng,Ji, Peng,Dong, Yue,Wei, Yongyi,Wang, Wei
, p. 2226 - 2230 (2020/02/28)
H/D exchange at formyl groups represents the straightforward approach to C-1 deuterated aldehydes. This transformation has been recently realized by transition metal and NHC carbene catalysis. Mechanistically, all of these processes involve an ionic pathway. Herein, we report a distinct photoredox catalytic, visible light mediated neutral radical approach. Selective control of highly reactive acyl radical in the energy barrier surmountable, reversible reaction enables driving the formation of deuterated products when an excess of D2O is employed. The power of the H/D exchange process has been demonstrated for not only aromatic aldehydes but also aliphatic substrates, which have been difficult in transitional metal catalyzed H/D exchange reactions, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%).
Catalytic Deuteration of Aldehydes with D 2 O
Isbrandt, Eric S.,Vandavasi, Jaya Kishore,Zhang, Wanying,Jamshidi, Mohammad P.,Newman, Stephen G.
supporting information, p. 2851 - 2854 (2017/10/06)
A procedure is presented that enables the direct deuteration of the formyl C-H bond of aldehydes using D 2 O as the deuterium source and commercially available RuHCl(CO)(PPh 3) 3 as the catalyst. Up to 84% deuterium incorp
