164461-16-9Relevant academic research and scientific papers
A supramolecularly tunable chiral diphosphine ligand: Application to Rh and Ir-catalyzed enantioselective hydrogenation
Zhang, Xi-Chang,Hu, Yi-Hu,Chen, Chuan-Fu,Fang, Qiang,Yang, Li-Yao,Lu, Ying-Bo,Xie, Lin-Jie,Wu, Jing,Li, Shijun,Fang, Wenjun
, p. 4294 - 4299 (2016)
A supramolecularly tunable chiral bisphosphine ligand bearing two pyridyl-containing crown ethers, (-) or (+)-Xyl-P16C6-Phos, was fabricated and utilized in the Rh-catalyzed asymmetric hydrogenation of α-dehydroamino acid esters and Ir-catalyzed asymmetric hydrogenation of quinolines in high yields with excellent enantioselectivities (90-99% ee). Up to a 22% enhancement in enantioselectivity was achieved by the addition of certain amounts of alkali ions (Li+, Na+ or K+), which could be selectively recognized and effectively complexed by the crown ethers on the chiral Xyl-P16C6-Phos.
Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands
Liu, Tao,Wang, Biqin,Wang, Peng,Wu, Yichen,Xu, Wen-Qiang,Yang, Lei
supporting information, p. 13365 - 13368 (2021/12/17)
The development of chiral architectures for chiral ligand and catalyst discovery is essential for asymmetric catalysis. Herein, we report the concise synthesis of a Si-centered spirocyclic skeleton, spirobiphenoxasilin-diol (SPOSiOL), and its derived chiral ligands. Using the chemical resolution method, the optical SPOSiOL could be obtained in high yield on a gram scale. Preliminary studies indicated that this ligand scaffold has great potential in transition metal-catalyzed asymmetric reactions. This finding further highlights that the Si-centered spirocyclic scaffolds are of great value in asymmetric catalysis. This journal is
Development of robust heterogeneous chiral rhodium catalysts utilizing acid?base and electrostatic interactions for efficient continuous-flow asymmetric hydrogenations
Saito, Yuki,Kobayashi, Shu
supporting information, p. 16546 - 16551 (2020/11/09)
Heterogeneous chiral Rh catalysts based on acid?base and electrostatic interactions have been developed. The robust catalysts demonstrate high activity and selectivity in the continuous-flow asymmetric hydrogenation of a wide variety of enamides and dehyd
Model containing pyridine base crown ether chiral bis-phosphorus ligand and its in asymmetric catalytic application of the catalyst in the reaction (by machine translation)
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Paragraph 0122; 0123; 0124, (2016/10/10)
This invention relates to model containing pyridine base crown ether chiral bis-phosphorus ligand and its application of symmetrical catalytic reaction. Chiral bis-phosphorus ligand and intermediates containing pyridine base crown ether single phosphorus ligand the structural formula of (I) are respectively shown as the following formula, formula (I '). These chiral bis-phosphorus ligand of the transition metal complexes can be used as catalyst for asymmetric reactions, containing pyridine base crown ether of the invention the chiral bis-phosphorus ligand it is a kind of novel chiral ligand capable of regulating, by using different alkali metal ion, alkaline earth metal ion, rare-earth metal ion, ammonium salt or organic amine salt such as a crown ether, on the object with the ligand complex, the catalyst can be realized the space structure and electronic nature of the regulation and control. This kind of the alkali metal ion complexation assembled containing pyridine base crown ether chiral double-phosphorus ligand transition metal (Rh and Ir) complexes in catalytic hydrogenation reaction demonstrate excellent catalytic activity and good stereoselectivity. (by machine translation)
Axially chiral electron-rich TunePhos-type ligand: synthesis and applications in asymmetric hydrogenation
Zou, Yaping,Geng, Huiling,Zhang, Weicheng,Yu, Shichao,Zhang, Xumu
scheme or table, p. 5777 - 5779 (2009/12/26)
A new electron-rich TunePhos type ligand has been synthesized; excellent enantioselectivities (up to 99% ee) have been achieved in Rh-catalyzed asymmetric hydrogenation of α-dehydroamino acid methyl esters and dimethyl itaconate.
Supramolecular chiral phosphorous ligands based on a [2]pseudorotaxane complex for asymmetric hydrogenation
Li, Yong,Feng, Yu,He, Yan-Mei,Chen, Fei,Pan, Jie,Fan, Qing-Hua
, p. 2878 - 2881 (2008/09/21)
A new type of supramolecular chiral phosphorus-based ligands was prepared from easily available monodentate ligands through complexation between dibenzylammonium salt and dibenzo[24]crown-8 macrocycle. Rhodium complexes with these supramolecular ligands w
Practical by ligand design: A new class of monodentate phosphoramidite ligands for rhodium-catalyzed enantioselective hydrogenations
Zhao, Baoguo,Wang, Zheng,Ding, Kuiling
, p. 1049 - 1057 (2007/10/03)
A new class of low-cost and easy-to-prepare monodentate phosphoramidite ligands (Cydam-Phos) has been developed from readily accessible and cheap trans-1,2-diaminocyclohexane as starting material through a three-step transformation. This type of ligands exhibited excellent enantioseletivities and high activities in rhodium(I)-catalyzed asymmetric hydrogenations of dehydro-α-amino acid methyl esters 9 (ee: 96.2-99.8%) and acetylenamides 11 (91.8-98.8%). The remarkable substituent effects exhibited by the ligands on the enantioselective control of the catalysis are rationalized on the basis of molecular structure of the catalyst precursor.
An efficient and highly stereoselective synthesis of new P-chiral 1,5-diphosphanylferrocene ligands and their use in enantioselective hydrogenation
Chen, Weiping,Roberts, Stanley M.,Whittall, John,Steiner, Alexander
, p. 2916 - 2918 (2008/09/19)
An efficient and highly stereoselective synthesis of P-chiral 1,5-diphosphanylferrocene ligands has been developed, and the introduction of P-chirality in ferrocene-based phosphine ligands enhances the enantioselective discrimination produced by the corre
