86505-42-2Relevant academic research and scientific papers
Efficient Palladium(0) supported on reduced graphene oxide for selective oxidation of olefins using graphene oxide as a ‘solid weak acid’
Gao, Xi,Zhou, Jianhao,Peng, Xinhua
, p. 73 - 78 (2019/02/06)
Selective oxidation of olefin derivatives to ketones has made innovative development over palladium(0) supported on reduced graphene oxide. Compared to traditional Wacker oxidation, the novel method offers an economical and environment-friendly option by using graphene oxide (GO) as a ‘solid weak acid’ instead of classical homogeneous catalysts like H2SO4 and CF3COOH. X-ray diffraction, X-ray photoelectron spectroscopy, scanning electron microscope and transmission electron microscopy images of Pd0/RGO showed that the nanoscaled Pd particles generated at the flake structure of reduced graphene oxide. Under optimized condition, up to 44 kinds of ketones with different structures can be prepared with excellent yields.
Imido-P(v) trianion supported enantiopure neutral tetrahedral Pd(II) cages
Rajasekar, Prabhakaran,Pandey, Swechchha,Paithankar, Harshad,Chugh, Jeetender,Steiner, Alexander,Boomishankar, Ramamoorthy
supporting information, p. 1873 - 1876 (2018/02/23)
Charge-neutral chiral hosts are attractive due to their ability to recognize a wide range of guest functionalities and support enantioselective processes. However, reports on such charge-neutral cages are very scarce in the literature. Here, we report an enantiomeric pair of tetrahedral Pd(ii) cages built from chiral tris(imido)phosphate trianions and oxalate linkers, which exhibit enantioselective separation capabilities for epichlorohydrin, β-butyrolactone, and 3-methyl- and 3-ethyl cyclopentanone.
The Cu-catalyzed asymmetric conjugate addition with chiral diphosphite ligands derived from D-(-)-tartaric acid
Pang, Zeng-Bo,Tian, Mi,Li, Hai-Feng,Wang, Lai-Lai
supporting information, p. 618 - 627 (2017/03/15)
A series of diphosphite ligands, which were derived from D-(-)-tartaric acid, have been synthesized and successfully applied in the Cu-catalyzed asymmetric conjugate addition of organozincs to enones. There was a synergic effect between the stereogenic ce
Novel MOP-type H8-binaphthyl monodentate phosphite ligands and their applications in transition metal-catalyzed asymmetric 1,4-conjugate additions and hydroformylations
Tian, Mi,Pang, Zeng-bo,Li, Hai-feng,Wang, Lai-lai
supporting information, p. 330 - 337 (2017/02/18)
A new series of monodentate phosphites based on the rigid, axially chiral monoesterified H8-BINOL, which are easy to prepare from the readily accessible phosphorylating reagents (Sa)- or (Ra)-1,1′-binaphthyl-2,2′-diylchlorophosphite and (Sa)- or (Ra)-1,1′-H8-binaphthyl-2,2′-diylchlorophosphite, have been synthesized. All ligands were purified on a silica gel column under a nitrogen atmosphere with moderate yields, and were white solids and air-stable at room temperature. These ligands afforded good to excellent enantioselectivities in the Cu-catalyzed 1,4-conjugate addition of 2-cyclohexenone with nucleophiles Et2Zn (96% ee) and with Ph2Zn (65% ee), 2-cyclopentenone with Et2Zn (95% ee), 2-cycloheptenone with Et2Zn (76% ee), and 5,6-dihydro-2H-pyran-2-one with Et2Zn (90% ee). In the Rh-catalyzed asymmetric hydroformylation of styrene, these ligands showed a chemoselectivity of >99% in aldehydes, and a satisfactory branched over linear ratio (96/4). Moreover, the sense of the enantiodiscrimination of the products was mainly determined by the configuration of the BINOL-based or H8-BINOL-based phosphocycle.
Inversions in asymmetric conjugate addition reaction of cyclic enones catalyzed by the Cu/NHC-AgX system: Factors affecting the stereoselective formation of both enantiomers
Nakano, Yuki,Sakaguchi, Satoshi
, p. 407 - 416 (2017/07/28)
A switchable enantioselectivity was achieved in a Cu-catalyzed asymmetric conjugate addition (ACA) reaction. The ethylene-bridged, hydroxyamide-functionalized NHC-AgI complex, readily accessible from a chiral β-amino alcohol, was found to be a versatile c
Enantioselectivity switch in copper-catalyzed conjugate addition reactions under the influence of a chiral N-heterocyclic carbene-silver complex
Matsumoto, Keitaro,Nakano, Yuki,Shibata, Naoatsu,Sakaguchi, Satoshi
, p. 7755 - 7759 (2016/02/05)
The asymmetric 1,4-addition of Et2Zn to 2-cyclohexen-1-one using a Cu(i) salt/N-heterocyclic carbene (NHC)-Ag complex catalytic system afforded optically active 3-ethylcyclohexanone. The reversal of enantioselectivity using the same catalytic s
Tartaric acid derivative of the chiral phosphorous ester ligand and its preparation and use
-
Paragraph 0034; 0059; 0060, (2017/02/09)
The invention relates to two tartaric acid-derived chiral phosphite ligands as well as a synthetic method and application thereof in asymmetric 1,4-conjugated addition reaction of diethylzinc cyclic ketene. The chiral ligands are white solids, and can sta
Synthesis of novel cyclohexanediol-derived chiral phosphite ligands and their application in the Cu-catalyzed conjugate addition of organozinc to cyclic enones
Pang, Zeng-Bo,Li, Hai-Feng,Wang, Lai-Lai
supporting information, p. 271 - 276 (2018/03/22)
A series of novel chiral diphosphite ligands have been synthesized from (1R,2R)-trans-1,2-cyclohexanediol, (1S,2S)-trans-1,2-cyclohexanediol, racemic trans-1,2-cyclohexanediol and chlorophosphoric acid diary ester, and were successfully employed in the Cu
Towards quantitative and scalable transformation of furfural to cyclopentanone with supported gold catalysts
Zhang, Gao-Shuo,Zhu, Ming-Ming,Zhang, Qi,Liu, Yong-Mei,He, He-Yong,Cao, Yong
, p. 2155 - 2164 (2016/04/19)
Given the vital importance of furfural (FFA) upgrading towards a sustainable bio-based economy, an eco-friendly aqueous route to produce a sole valuable product from FFA is highly desirable. We herein describe an efficient approach to quantitatively convert FFA into cyclopentanone (CPO) in neat water, employing H2 as the clean reductant and supported gold nanoparticles as a simple yet versatile catalyst. The use of anatase TiO2 featuring only mild Lewis acidic sites as the underlying support is essential, not only for preventing undesirable side reactions, but also for attaining high CPO selectivity. The feasibility of using biogenic CPO and CO2 as benign carbon sources to synthesize the industrially important feedstock dimethyl adipate is also demonstrated.
Synthesis of epimer of Taniaphos ligand
Almássy, Ambroz,Rakovsky, Erik,Malastová, Andrea,Sorádová, Zuzana,?ebesta, Radovan
supporting information, p. 130 - 138 (2016/02/05)
The spatial arrangement of groups within a chiral ligand is essential for its catalytic performance. This work describes convenient synthesis of (R,Sp)-1-(2-(diphenylphosphano)ferrocenyl)-1-(2-diphenylphosphanophenyl)-N,N-dimethylmethanamine, a
