2316-85-0Relevant academic research and scientific papers
Photochemistry of acetone in the presence of exocyclic olefins: An unexpected competition between the photo-Conia and Paterno-Buechi reactions
Chung, Wen-Sheng,Ho, Chia-Chin
, p. 317 - 318 (1997)
When irradiated in the presence of several exocyclic olefins, acetone undergoes homoalkylation with the olefins to form a series of 4-cycloalkylbutan-2-ones (with quantum yields of 0.14 ± 0.01) rather than exhibiting the expected Paterno-Buechi reaction; in contrast, the photolysis of perdeuteriated acetone gave both types of products.
Metal complex, electroluminescent device containing metal complex and application of metal complex
-
, (2021/07/17)
The invention provides a metal complex, an electroluminescent device containing the metal complex and application of the electroluminescent device, the metal complex has an M(La)m(Lb)n structure, the metal complex provided by the invention can more effectively finely adjust the luminescence color and adjust the luminescence peak width, so that the half-peak width is narrowed, the luminescence color is more saturated, the device efficiency is improved, and the current efficiency and the external quantum efficiency are relatively high.
Organometallic Synthesis of Bimetallic Cobalt-Rhodium Nanoparticles in Supported Ionic Liquid Phases (CoxRh100?x@SILP) as Catalysts for the Selective Hydrogenation of Multifunctional Aromatic Substrates
Rengshausen, Simon,Van Stappen, Casey,Levin, Natalia,Tricard, Simon,Luska, Kylie L.,DeBeer, Serena,Chaudret, Bruno,Bordet, Alexis,Leitner, Walter
, (2020/12/22)
The synthesis, characterization, and catalytic properties of bimetallic cobalt-rhodium nanoparticles of defined Co:Rh ratios immobilized in an imidazolium-based supported ionic liquid phase (CoxRh100?x@SILP) are described. Following an organometallic approach, precise control of the Co:Rh ratios is accomplished. Electron microscopy and X-ray absorption spectroscopy confirm the formation of small, well-dispersed, and homogeneously alloyed zero-valent bimetallic nanoparticles in all investigated materials. Benzylideneacetone and various bicyclic heteroaromatics are used as chemical probes to investigate the hydrogenation performances of the CoxRh100?x@SILP materials. The Co:Rh ratio of the nanoparticles is found to have a critical influence on observed activity and selectivity, with clear synergistic effects arising from the combination of the noble metal and its 3d congener. In particular, the ability of CoxRh100?x@SILP catalysts to hydrogenate 6-membered aromatic rings is found to experience a remarkable sharp switch in a narrow composition range between Co25Rh75 (full ring hydrogenation) and Co30Rh70 (no ring hydrogenation).
Catalytic Transfer Hydrogenation of Arenes and Heteroarenes
Gelis, Coralie,Heusler, Arne,Nairoukh, Zackaria,Glorius, Frank
supporting information, p. 14090 - 14094 (2020/10/19)
Transfer hydrogenation reactions are of great interest to reduce diverse molecules under mild reaction conditions. To date, this type of reaction has only been successfully applied to alkenes, alkynes and polarized unsaturated compounds such as ketones, imines, pyridines, etc. The reduction of benzene derivatives by transfer hydrogenation has never been described, which is likely due to the high energy barrier required to dearomatize these compounds. In this context, we have developed a catalytic transfer hydrogenation reaction for the reduction of benzene derivatives and heteroarenes to form complex 3-dimensional scaffolds bearing various functional groups at room temperature without needing compressed hydrogen gas.
Carbonylation of tertiary carbon radicals: synthesis of lactams
Yin, Zhiping,Zhang, Zhuan,Zhang, Youcan,Dixneuf, Pierre H.,Wu, Xiao-Feng
supporting information, p. 4655 - 4658 (2019/05/09)
Herein, we disclose an interesting iron-catalyzed approach for the carbonylation of a tertiary carbon radical. The tertiary carbon radical generated from a 1,5-hydrogen atom transfer can be captured by CO gas smoothly. Various six-membered lactams were constructed chemo-selectively in high yields.
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.
Bimetallic Nanoparticles in Supported Ionic Liquid Phases as Multifunctional Catalysts for the Selective Hydrodeoxygenation of Aromatic Substrates
Offner-Marko, Lisa,Bordet, Alexis,Moos, Gilles,Tricard, Simon,Rengshausen, Simon,Chaudret, Bruno,Luska, Kylie L.,Leitner, Walter
supporting information, p. 12721 - 12726 (2018/09/12)
Bimetallic iron–ruthenium nanoparticles embedded in an acidic supported ionic liquid phase (FeRu@SILP+IL-SO3H) act as multifunctional catalysts for the selective hydrodeoxygenation of carbonyl groups in aromatic substrates. The catalyst material is assembled systematically from molecular components to combine the acid and metal sites that allow hydrogenolysis of the C=O bonds without hydrogenation of the aromatic ring. The resulting materials possess high activity and stability for the catalytic hydrodeoxygenation of C=O groups to CH2 units in a variety of substituted aromatic ketones and, hence, provide an effective and benign alternative to traditional Clemmensen and Wolff–Kishner reductions, which require stoichiometric reagents. The molecular design of the FeRu@SILP+IL-SO3H materials opens a general approach to multifunctional catalytic systems (MM′@SILP+IL-func).
Organic photocatalysis for the radical couplings of boronic acid derivatives in batch and flow
Lima, Fabio,Grunenberg, Lars,Rahman, Husaini B. A.,Labes, Ricardo,Sedelmeier, Joerg,Ley, Steven V.
supporting information, p. 5606 - 5609 (2018/06/04)
We report an acridium-based organic photocatalyst as an efficient replacement for iridium-based photocatalysts to oxidise boronic acid derivatives by a single electron process. Furthermore, we applied the developed catalytic system to the synthesis of four active pharmaceutical ingredients (APIs). A straightforward scale up approach using continuous flow photoreactors is also reported affording gram an hour throughput.
Rhodium(I) macrocyclic and cage-like structures containing diphosphine bridging ligands
Arcau, Julià,Ferrer, Montserrat,Aguiló, Elisabet,Rodríguez, Laura
, p. 57 - 67 (2017/01/14)
Abstract: Three series of rhodium organometallic complexes, mono-(1c, 2c, 5c, 6c), di-(1a-6a) and tetranuclear (1b, 5b, 6b), containing six different diphosphines 1,1′-bis(diphenylphosphino)methane or dppm (1), 1,2-bis(diphenylphosphino)ethane or dppe (2), 1,4-bis(diphenylphosphino)butane or dppb (3), bis(diphenylphosphino)acetylene or dppa (4), 1,2-bis(diphenylphosphino)benzene or dppbz (5) and 4,5-bis(diphenylphosphino)-9,9′-dimethylxanthene or xantphos (6) were successfully synthesised. These Rh(I) complexes were characterised by conventional techniques. The influence of the flexibility/rigidity of these P-donor ligands was carefully analysed, including their effect on both synthesis and catalysis. The luminescent properties of the dinuclear and tetranuclear complexes were investigated, and only those containing dppa, dppbz and xantphos displayed luminescence. Structures of the dinuclear complexes were modelled by using DFT methods in order to elucidate the most reasonable conformation. The different types of complexes were applied in the catalytic hydrogenation of (E)-4-phenylbut-3-en-2-one, showing high activity and similar catalytic behaviour. No cooperative effect could be inferred. Graphical Abstract: Three series of 1D, 2D and 3D rhodium complexes were successfully synthesised, and their emission properties were analysed. The large number of isomeric forms of the 2D were analysed by DFT methods. Their use in catalytic hydrogenation of (E)-4-phenylbut-3-en-2-one was studied showing high selectivity towards the formation of 4-phenylbutan-2-one.[Figure not available: see fulltext.]
A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters
Lima, Fabio,Sharma, Upendra K.,Grunenberg, Lars,Saha, Debasmita,Johannsen, Sandra,Sedelmeier, Joerg,Van der Eycken, Erik V.,Ley, Steven V.
supporting information, p. 15136 - 15140 (2017/11/20)
We report herein the use of a dual catalytic system comprising a Lewis base catalyst such as quinuclidin-3-ol or 4-dimethylaminopyridine and a photoredox catalyst to generate carbon radicals from either boronic acids or esters. This system enabled a wide range of alkyl boronic esters and aryl or alkyl boronic acids to react with electron-deficient olefins via radical addition to efficiently form C?C coupled products in a redox-neutral fashion. The Lewis base catalyst was shown to form a redox-active complex with either the boronic esters or the trimeric form of the boronic acids (boroxines) in solution.
