- Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst
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A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel-graphitic shell-based core–shell-structured catalyst, which is conveniently prepared by impregnation and subsequent calcination of nickel nitrate on carbon at 450 °C under argon. Applying this nanostructured catalyst, both terminal and internal alkenes, which are of industrial and commercial importance, were selectively hydrogenated and deuterated at ambient conditions (room temperature, using 1 bar hydrogen or 1 bar deuterium), giving access to the corresponding alkanes and deuterium-labeled alkanes in good to excellent yields. The synthetic utility and practicability of this Ni-based hydrogenation protocol is demonstrated by gram-scale reactions as well as efficient catalyst recycling experiments.
- Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui
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supporting information
p. 18591 - 18598
(2021/06/28)
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- Environmentally responsible, safe, and chemoselective catalytic hydrogenation of olefins: ppm level Pd catalysis in recyclable water at room temperature
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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.
- Gallou, Fabrice,Gao, Eugene S.,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.
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supporting information
p. 6055 - 6061
(2020/10/14)
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- Preparation method and application of aromatic amino derivative substituted phenol or alkoxybenzene small-molecular hole-transport material
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The invention belongs to the technical field of organic photoelectric materials and discloses an aromatic amino derivative substituted phenol or alkoxybenzene small-molecular hole-transport material which is represented as the structure general formula (I) or (II), and preparation and applications thereof. The preparation method includes the steps of: dissolving tribromophenol or tribromo alkoxybenzene with an aromatic amino boric acid derivative in an organic solvent, adding an alkali water solution, adding a palladium catalyst in the presence of nitrogen, performing a reaction at 30-110 DEG C for 0.5-48 h, and separating and purifying a reaction product to obtain the compound. Through a Suzuki reaction one-step method, an electron donor, aromatic amino derivative, is introduced to an ortho-position and a para-position of the phenol or the alkoxybenzene, so that the product has excellent hole-transport and electron barrier performances, and especially, aromatic amino derivative tri-substituted phenol is easy to dope with lead metal cationic ion to achieve excellent hole-transport performance without an extra doping agent, so that the material can be used in the field of perovskite solar cells.
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Paragraph 0047-0048
(2017/04/03)
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