1132660-63-9Relevant academic research and scientific papers
Asymmetric Ruthenium-Catalyzed Hydrogenation of Terpyridine-Type N-Heteroarenes: Direct Access to Chiral Tridentate Nitrogen Ligands
Li, Chenghao,Pan, Yixiao,Feng, Yu,He, Yan-Mei,Liu, Youran,Fan, Qing-Hua
supporting information, p. 6452 - 6457 (2020/08/24)
The first enantioselective hydrogenation of terpyridine-type N-heteroarenes has been successfully developed by using Ru(diamine) complexes as catalysts, providing partially reduced chiral pyridine-amine-type products in high yield (up to 93%) with excellent diastereo- and enantioselectivity (up to 94:6 dl/meso, > 99% ee). These pyridine-amine-type compounds can be served as a new class of chiral multidentate nitrogen-donor ligands, which were successfully applied to the Cu-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes.
Synthesis of a chiral fluorescence active probe and its application as an efficient catalyst in the asymmetric Friedel-Crafts alkylation of indole derivatives with nitroalkenes
More, Ganesh Vasant,Bhanage, Bhalchandra Mahadeo
, p. 1514 - 1520 (2015/04/27)
Novel chiral Zn(ii) complexes were synthesized and these complexes showed fluorescence behaviour. These chiral Zn(ii) complexes were tested in the asymmetric Friedel-Crafts alkylation reaction of indole derivatives with nitroalkenes. In all the cases, the
Synthesis of chiral benzene-based tetraoxazolines and their application in asymmetric Friedel-Crafts alkylation of indole derivatives with nitroalkenes
Li, Wei-Jie
, p. 53 - 56 (2014/06/09)
A series of new chiral benzene-based tetraoxazoline ligands were prepared in good yields through the reaction of 1,2,4,5-benzenetetracarboxylic acid and chiral β-amino alcohols by continuous removal of water, and the asymmetric Friedel-Crafts alkylation of indole derivatives with nitroalkenes was tested using the chiral catalysts, which were generated in situ by refluxing the above ligands and anhydrous zinc chloride in solvent. In most case, good yields (up to 99%) and excellent enantioselectivities (up to 98% ee) were obtained.
Chiral Bis(oxazolidine)pyridine-copper-catalyzed enantioselective friedel-crafts alkylation of indoles with nitroalkenes
Sato, Toru,Arai, Takayoshi
supporting information, p. 349 - 354 (2014/03/21)
Catalytic asymmetric Friedel-Crafts reaction of indoles with nitroalkenes was catalyzed by the stereochemically tunable bis(oxazolidine)pyridine (PyBodine)-Cu(OTf)2 complex. Using the PyBodine(Val)-Cu(OTf) 2 catalyst gave the Friedel-Crafts ?adducts with highly enantioselective manner. For the 1,4-bis[(E)-2-nitrovinyl]benzene, the reaction proceeded in a meso-trick manner to give the chiral double Friedel-Crafts adduct with 97% enantiomeric excess. Georg Thieme Verlag Stuttgart New York.
A new type of bis(sulfonamide)-diamine ligand for a Cu(OTf) 2-catalyzed asymmetric friedel-crafts alkylation reaction of indoles with nitroalkenes
Wu, Jing,Li, Xincheng,Wu, Fan,Wan, Boshun
supporting information; experimental part, p. 4834 - 4837 (2011/11/14)
Chiral bis(sulfonamide)-diamine served as new type of ligand for a Cu(OTf)2-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes. The desired products were obtained with up to 99% yield and 97% ee.
Development of diphenylamine-linked bis(imidazoline) ligands and their application in asymmetric Friedel-Crafts alkylation of indole derivatives with nitroalkenes
Liu, Han,Du, Da-Ming
experimental part, p. 1113 - 1118 (2010/07/03)
The new diphenylamine-linked bis(imidazoline) ligands were prepared through Kelly-You's imidazoline formation procedure mediated by Hendrickson 's reagent in good yields. The novel ligands were tested in the asymmetric Friedel-Crafts alkylation of indole derivatives with nitroalkenes. In most cases, good yields (up to 97%) and excellent enantioselectivities (up to 98%) can be achieved. The optimized bis(imidazoline) ligand with trans-diphenyl substitution on the imidazoline ring gave better enantioselectivity than the corresponding bis(oxazoline) ligand.
Immobilization of diphenylamine-linked bis(oxazoline) ligands and their application in the asymmetric friedel-crafts alkylation of indole derivatives with nitroalkenes
Liu, Han,Du, Da-Ming
supporting information; experimental part, p. 2121 - 2131 (2010/06/15)
A diphenylamine-linked bis(oxazoline) ligand with trans-diphenyl substitution on the oxazoline rings has been immobilized onto one- to three-generation Frechet-type dendrimers and a C3-symmetric core structure. The catalytic activities and enantioselectivities of these new ligands were tested in the asymmetric Friedel-Crafts alkylation reactions of indole derivatives with, nitroalkenes. The two types of immobilized ligands exhibited similar enantioselectivities and substrate compatibilities to the free ligand trans-DPBO we reported previously. No dendrimer effect was observed in the kinetic investigation of the Frechet-type dendrimer-immobilized ligands. The in situ recycling of the catalysts was also tested to illustrate the effect of reducing catalyst loading and the efficiency of our system.
