16857-97-9Relevant academic research and scientific papers
Room-temperature phosphorescent material as well as preparation method and application thereof
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Paragraph 0074-0077, (2021/09/21)
The invention relates to the technical field of phosphorescent materials. The invention provides a room-temperature phosphorescent material and a preparation method and application thereof. As C-H.O. O, C-H. Experimental results show that the material pro
Quantification of the Lewis Basicities and Nucleophilicities of 1,3,5-Tris(dialkylamino)benzenes
Micheletti, Gabriele,Mayer, Robert J.,Cino, Silvia,Boga, Carla,Mazzanti, Andrea,Ofial, Armin R.,Mayr, Herbert
supporting information, p. 6347 - 6357 (2021/11/01)
Equilibrium constants for the formation of Wheland complexes from 1,3,5-tris(dialkylamino)benzenes and benzhydrylium ions (Ar2CH+) have been determined photometrically in dichloromethane solution at 20 °C. The Lewis basicity of the r
Development of second generation gold-supported palladium material with low-leaching and recyclable characteristics in aromatic amination
Al-Amin, Mohammad,Arai, Satoshi,Hoshiya, Naoyoki,Honma, Tetsuo,Tamenori, Yusuke,Sato, Takatoshi,Yokoyama, Mami,Ishii, Akira,Takeuchi, Masashi,Maruko, Tomohiro,Shuto, Satoshi,Arisawa, Mitsuhiro
, p. 7575 - 7581 (2013/09/02)
An improved process for the preparation of sulfur-modified gold-supported palladium material [SAPd, second generation] is presented. The developed preparation method is safer and generates less heat (aqueous Na 2S2O8 and H2SO4) for sulfur fixation on a gold surface, and it is superior to the previous method of preparing SAPd (first generation), which requires the use of the more heat-generating and dangerous piranha solution (concentrated H 2SO4 and 35% H2O2) in the sulfur fixation step. This safer and improved preparation method is particularly important for the mass production of SAPd (second generation) for which the catalytic activity was examined in ligand-free Buchwald-Hartwig cross-coupling reactions. The catalytic activities were the same between the first and second generation SAPds in aromatic aminations, but the lower palladium leaching properties and safer preparative method of second generation SAPd are a significant improvement over the first generation SAPd.
Ligand-free Buchwald-Hartwig aromatic aminations of aryl halides catalyzed by low-leaching and highly recyclable sulfur-modified gold-supported palladium material
Al-Amin, Mohammad,Honma, Tetsuo,Hoshiya, Naoyuki,Shuto, Satoshi,Arisawa, Mitsuhiro
supporting information; experimental part, p. 1061 - 1068 (2012/06/18)
A stable heterogeneous catalyst precursor, sulfur-modified gold-supported palladium material (SAPd), has proved to be an excellent source of leached, ligand-free, Pd for the amination of aryl bromides and chlorides. The reaction-enabling catalyst is provided in situ as leached Pd in low catalyst loading (0.21±0.02mol%). This allows the precatalyst (SAPd) to be filtered off and used for a minimum of ten reaction cycles without loss of catalytic activity. SAPd released only trace amounts, less than 0.6ppm, of highly active Pd during the reaction without any aggregation. Copyright
Meisenheimer-Wheland complexes between 1,3,5-tris(N,N-dialkylamino) benzenes and 4,6-dinitrotetrazolo[1,5-a]pyridine. Evidence of reversible C-C coupling in the SEAr/SNAr reaction
Boga, Carla,Del Vecchio, Erminia,Forlani, Luciano,Mazzanti, Andrea,Lario, Cira Menchen,Todesco, Paolo E.,Tozzi, Silvia
scheme or table, p. 5568 - 5575 (2009/12/04)
(Chemical Equation Presented) Reactions between a superelectrophilic carbon reagent, 4,6-dinitrotetrazolopyridine, and 1,3,5-tris (N,N-dialkylamino) benzenes, a supernucleophilic carbon reagent series, afford C-C coupling products which are "double σ-comp
Nickel-catalysed sequential amination of aryl- and heteroaryl di- and trichlorides
Desmarets, Christophe,Schneider, Rapha?l,Fort, Yves
, p. 7657 - 7664 (2007/10/03)
Unsymmetrical 1,3-diaminobenzenes and diaminopyridines were efficiently prepared by reaction of 3-chloroanilines and chloroaminopyridines with amines via a nickel-catalysed amination. The Ni/2,2′-bipyridine catalyst is also effective for the sequential am
Palladium-catalyzed multiple aryl animations of polybromobenzenes
Witulski, Bernhard,Senft, Stefan,Thum, Andreas
, p. 504 - 506 (2007/10/03)
Morpholinobenzenes with up to four N-morpholino groups have been synthesized efficiently from the corresponding bromobenzenes via palladium catalyzed multiple aryl amination reactions. Surprisingly, hexabromobenzene (1) yielded selectively 1,2,4,5-(N,N,N,N)-tetra-(23) and 1,3,5-(N,N,N)-trimorpholinobenzene (14).
Synthesis, Structure, and Spectral Behavior of Donor-Acceptor Substituted Biphenyls
Effenberger, Franz,Agster, Wolfgang,Fischer, Peter,Jogun, Kurt H.,Stezowski, John J.,et al.
, p. 4649 - 4658 (2007/10/02)
Reaction of the activated halonitrobenzenes 2a-f with the bis- and tris(dialkylamino)benzenes 1a-e affords, via a direct nucleophilic substitution, the highly substituted biphenyls 3a-o; the lesser substituted biphenyls 5 and 6 were prepared by an Ullmann reaction.All these biphenyls are deeply colored; the dark red color can be assigned to an intramolecular charge transfer.A crystal structure determination was carried out for 2,4,6-tripyrrolidino-2',4',6'-trinitrobiphenyl (3a): space group C2/c, a = 16.071 (2) Angstroem, b = 14.545 (1) Angstroem, c = 20.177 (2) Angstroem, β = 91.361 (9)deg, Z = 8 (temperature ca. 120 K).The dihedral angle between the two arene rings was found to be only 52.5 deg, despite the four bulky substituents in the o,o'-positions.With this far-from-orthogonal torsional angle about the biphenyl linkage, the strong intramolecular charge transfer from the ? system of the donor into the ? system of the acceptor arene becomes easily understandable.A PPP calculation with the torsional angles taken from the X-ray structure analysis satisfactorily reproduces the experimental absorption spectrum of 3a.The shift of the long-wavelength absorption between the individual biphenyls 3a-o, 5, and 6 likewise is accounted for satisfactorily by the calculation; it depends primarily on the intrinsic donor strength of the different NR2 moieties (pyrrolidino > dimethylamino > piperidino > morpholino).The 1H NMR spectra (in dilute solution) likewise mirror this gradation in NR2 donor capacity; they also show that steric hindrance at the biphenyl linkage is mainly the result of interaction between the o-dialkylamino groups and the C6 skeleton of the acceptor arene.This is borne out by the crystal structure analysis.
