17913-10-9Relevant articles and documents
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Yamamoto,Y.,Maruyama,K.
, p. 3240 - 3241 (1978)
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On the Way to Chiral Copper(I) Arenethiolate Catalysts for the Enantioselective Conjugate Addition of Methyl Lithium and Methyl Magnesium Iodide to Benzylideneacetone
Lambert, Francois,Knotter, D. Martin,Janssen, Maurits D.,Klaveren, Mayra van,Boersma, Jaap,Koten, Gerard van
, p. 1097 - 1100 (1991)
Selective conjugate addition (0 percent enantiomeric excess (e.e)) of organoarenethiolatocuprates (from methyl lithium and 2-phenylthiolatocopper(I), CuSAr*) to benzylideneacetone (BA) is found up to a LiMe/CuSAr* ratio of 2/1
Environmentally responsible, safe, and chemoselective catalytic hydrogenation of olefins: ppm level Pd catalysis in recyclable water at room temperature
Gallou, Fabrice,Gao, Eugene S.,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.
supporting information, p. 6055 - 6061 (2020/10/14)
Textbook catalytic hydrogenations are typically presented as reactions done in organic solvents and oftentimes under varying pressures of hydrogen using specialized equipment. Catalysts new and old are all used under similar conditions that no longer reflect the times. By definition, such reactions are both environmentally irresponsible and dangerous, especially at industrial scales. We now report on a general method for chemoselective and safe hydrogenation of olefins in water using ppm loadings of palladium from commercially available, inexpensive, and recyclable Pd/C, together with hydrogen gas utilized at 1 atmosphere. A variety of alkenes is amenable to reduction, including terminal, highly substituted internal, and variously conjugated arrays. In most cases, only 500 ppm of heterogeneous Pd/C is sufficient, enabled by micellar catalysis used in recyclable water at room temperature. Comparison with several newly introduced catalysts featuring base metals illustrates the superiority of chemistry in water.
Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor
Zhang, Deliang,Iwai, Tomohiro,Sawamura, Masaya
supporting information, p. 5867 - 5872 (2019/08/26)
The iridium-catalyzed transfer hydrogenation of alkenes using 1,4-dioxane as a hydrogen donor is described. The use of 1,2-bis(dicyclohexylphosphino)ethane (DCyPE), featuring bulky and highly electron-donating properties, led to high catalytic activity. A polystyrene-cross-linking bisphosphine PS-DPPBz produced a reusable heterogeneous catalyst. These homogeneous and heterogeneous protocols achieved chemoselective transfer hydrogenation of alkenes over other potentially reducible functional groups such as carbonyl, nitro, cyano, and imino groups in the same molecule.
