61809-92-5Relevant academic research and scientific papers
Heterogeneous transfer hydrogenation involves pairwise hydrogen transfer from the same position of two molecules of formic acid
Yu, Jinquan,Spencer, Jonathan B.
, p. 1935 - 1936 (1998)
Using the reduction of an alkyne to cis-alkene as hydrogen trap, differentially deuterium labelled formic acid is shown to deliver a pair of hydrogen atoms either from the formyl or the carboxy position, which suggests that palladium diformate is a key intermediate in heterogeneous transfer hydrogenation.
Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes
Valiente, Alejandro,Martínez-Pardo, Pablo,Kaur, Gurpreet,Johansson, Magnus J.,Martín-Matute, Belén
, (2021/12/22)
Selective reduction strategies based on abundant-metal catalysts are very important in the production of chemicals. In this paper, a method for the electrochemical semihydrogenation and semideuteration of alkynes to form Z-alkenes was developed, using a simple nickel foam as catalyst and H3O+ or D3O+ as sources of hydrogen or deuterium. Good yields and excellent stereoselectivities (Z/E up to 20 : 1) were obtained under very mild reaction conditions. The reaction proceeded with terminal and nonterminal alkynes, and also with alkynes containing easily reducible functional groups, such as carbonyl groups, as well as aryl chlorides, bromides, and even iodides. The nickel-foam electrocatalyst could be recycled up to 14 times without any change in its catalytic properties.
Water as a Hydrogenating Agent: Stereodivergent Pd-Catalyzed Semihydrogenation of Alkynes
Zhao, Chuan-Qi,Chen, Yue-Gang,Qiu, Hui,Wei, Lei,Fang, Ping,Mei, Tian-Sheng
supporting information, p. 1412 - 1416 (2019/03/07)
Palladium-catalyzed transfer semihydrogenation of alkynes using H2O as the hydrogen source and Mn as the reducing reagent is developed, affording cis- and trans-alkenes selectively under mild conditions. In addition, this method provides an efficient way to access various cis-1,2-dideuterioalkenes and trans-1,2-dideuterioalkenes by using D2O instead of H2O.
