632-50-8Relevant academic research and scientific papers
The synthesis of 3,3,4,4-tetraphenyl-2-butanone from 1,1-diphenylacetone
Zieger, Herman E.,Tsang, Choi Han,Malik, Mohammed,Todaro, Louis J.
, p. 4845 - 4848 (2002)
The preparation of 3,3,4,4-tetraphenyl-2-butanone by treatment of 1,1-diphenylacetone(1,1-DPA) with potassium-t-butoxide or lithium diisopropyl amide in THF at 0°C followed by heating with a diphenylmethylhalide is described. A single crystal X-ray analys
Generation of chirality in a two-component molecular crystal of acridine and diphenylacetic acid and its absolute asymmetric photodecarboxylating condensation
Koshima, Hideko,Ding, Kuiling,Chisaka, Yosuke,Matsuura, Teruo
, p. 12059 - 12065 (1996)
Despite the fact that acridine (1) and diphenylacetic acid (a) are achiral compounds, a chiral two-component molecular crystal (1·a) in which two molecules are self-assembled in a 1:1 molar ratio by hydrogen bonding crystallizes spontaneously from an acet
Kinetic Properties of Caged Ambident Radicals Formed in the Thermolyses of Nitrones
Villarreal, Jose A.,Grubbs, Edward J.
, p. 260 - 265 (1981)
Thermal decompositions of N-benzhydryl-α,α-diphenylnitrone (1) and the para-tetradeuterated analogue 1-d4 in several solvents are reported.Mass spectral analyses of recovered nitrones and/or O-benzhydryl ethers were performed.These data are combined with previously reported spectroscopic rate constants for the decomposition of 1 to evaluate the true carbon-nitrogen homolysis rate constant and the relative rate constants for (a) geminate radical recombination at the iminoxy nitrogen, (b) irreversible recombination at oxygen, and (c) diffusion of the solvent-caged radicals.
Photoinduced Decarboxylative Radical Coupling Reaction of Multiply Oxygenated Structures by Catalysis of Pt-Doped TiO2
Kuwana, Daiki,Komori, Yuma,Nagatomo, Masanori,Inoue, Masayuki
supporting information, p. 730 - 736 (2022/01/12)
A new reaction system was devised for decarboxylative radical coupling reactions by heterogeneous semiconductor photoredox catalysis. When an α-alkoxy carboxylic acid and Pt-doped TiO2 in EtOAc were irradiated with a violet light-emitting diode at room te
Metallic Barium: A Versatile and Efficient Hydrogenation Catalyst
Stegner, Philipp,F?rber, Christian,Zenneck, Ulrich,Knüpfer, Christian,Eyselein, Jonathan,Wiesinger, Michael,Harder, Sjoerd
supporting information, p. 4252 - 4258 (2020/12/22)
Ba metal was activated by evaporation and cocondensation with heptane. This black powder is a highly active hydrogenation catalyst for the reduction of a variety of unactivated (non-conjugated) mono-, di- and tri-substituted alkenes, tetraphenylethylene, benzene, a number of polycyclic aromatic hydrocarbons, aldimines, ketimines and various pyridines. The performance of metallic Ba in hydrogenation catalysis tops that of the hitherto most active molecular group 2 metal catalysts. Depending on the substrate, two different catalytic cycles are proposed. A: a classical metal hydride cycle and B: the Ba metal cycle. The latter is proposed for substrates that are easily reduced by Ba0, that is, conjugated alkenes, alkynes, annulated rings, imines and pyridines. In addition, a mechanism in which Ba0 and BaH2 are both essential is discussed. DFT calculations on benzene hydrogenation with a simple model system (Ba/BaH2) confirm that the presence of metallic Ba has an accelerating effect.
Photodriven Dehydrogenative Homocoupling of Benzylic C-H Bonds Forming Strained C-C Bonds
Ishida, Naoki,Son, Mingon,Kawasaki, Tairin,Ito, Misato,Murakami, Masahiro
supporting information, p. 2067 - 2070 (2021/10/14)
A photoinduced dehydrogenative homocoupling reaction of alkylarenes is reported. Gaseous hydrogen is evolved as the sole byproduct and neither oxidants nor hydrogen acceptors are required. The present reaction offers an environmentally benign and atom-economical means for forming sterically strained C-C single bonds. It also gives a remarkable example of photodriven reactions overcoming a considerable rise in energy.
Molybdenum-Catalyzed Deoxygenation Coupling of Lignin-Derived Alcohols for Functionalized Bibenzyl Chemicals
Jiang, Huifang,Lu, Rui,Luo, Xiaolin,Si, Xiaoqin,Xu, Jie,Lu, Fang
supporting information, p. 1292 - 1296 (2020/12/09)
With the growing demand for sustainability and reducing CO2 footprint, lignocellulosic biomass has attracted much attention as a renewable, carbon-neutral and low-cost feedstock for the production of chemicals and fuels. To realize efficient utilization of biomass resource, it is essential to selectively alter the high degree of oxygen functionality of biomass-derivates. Herein, we introduced a novel procedure to transform renewable lignin-derived alcohols to various functionalized bibenzyl chemicals. This strategy relied on a short deoxygenation coupling pathway with economical molybdenum catalyst. A well-designed H-donor experiment was performed to investigate the mechanism of this Mo-catalyzed process. It was proven that benzyl carbon-radical was the most possible intermediate to form the bibenzyl products. It was also discovered that the para methoxy and phenolic hydroxyl groups could stabilize the corresponding radical intermediates and then facilitate to selectively obtain bibenzyl products. Our research provides a promising application to produce functionalized aromatics from biomass-derived materials.
Synthesis of Dibenzyls by Nickel-Catalyzed Homocoupling of Benzyl Alcohols
Pan, Feng-Feng,Guo, Peng,Huang, Xiaochuang,Shu, Xing-Zhong
, p. 3094 - 3100 (2021/04/23)
Dibenzyls are essential building blocks that are widely used in organic synthesis, and they are typically prepared by the homocoupling of halides, organometallics, and ethers. Herein, we report an approach to this class of compounds using alcohols, which are more stable and readily available. The reaction proceeds via nickel-catalyzed and dimethyl oxalate assisted dynamic kinetic homocoupling of benzyl alcohols. Both primary and secondary alcohols are tolerated.
Use of Isopropyl Alcohol as a Reductant for Catalytic Dehydoxylative Dimerization of Benzylic Alcohols Utilizing Ti?O Bond Photohomolysis
Iwasawa, Nobuharu,Sumiyama, Keiichi,Toriumi, Naoyuki
supporting information, p. 2474 - 2478 (2021/06/25)
Photohomolysis of Ti?O bonds is utilized in photocatalytic generation of titanium(III) species for dehydroxylative dimerization of benzylic alcohols under UV-light irradiation by using isopropyl alcohol (IPA) as a stoichiometric reductant. In this reaction, IPA works not as a single-electron donor as in the photo-redox catalyzed reactions but as an H-atom-donor. The reaction also proceeds under visible-light irradiation in the presence of thioglycolic acid as a ligand.
Designed electron-deficient gold nanoparticles for a room-temperature Csp3-Csp3coupling reaction
Yu, Qiu-Ying,Su, Hui,Zhai, Guang-Yao,Zhang, Shi-Nan,Sun, Lu-Han,Chen, Jie-Sheng,Li, Xin-Hao
supporting information, p. 741 - 744 (2021/02/06)
Stille cross-coupling reactions catalysed by an ideal catalyst combining the high activity of homogeneous catalysts and the reusability of heterogeneous catalysts are of great interest for C-C bond formation, which is a widely used reaction in fine chemistry. Despite great effort to increase the utilization ratio of surface metal atoms, the activity of heterogeneous catalysts under mild conditions remains unsatisfactory. Herein, we design a proof-of-concept strategy to trigger the room-temperature activity of heterogeneous Au catalysts by decreasing the electron density at the interface of a rationally designed Schottky heterojunction of Au metals and boron-doped carbons. The electron-deficient Au nanoparticles formed as a result of the rectifying contact with boron-doped carbons facilitate the autocleavage of C-Br bonds for highly efficient C-C coupling reactions of alkylbromides and allylstannanes with a TOF value of 5199 h-1 at room temperature, surpassing that of the state-of-the-art homogeneous catalyst. This journal is
