- An aromatic heterocyclic compound and use thereof
-
The invention provides an aromatic heterocyclic compound. The compound is as shown in formula (1), wherein Y1 is an oxygen atom or a sulfur atom; Y2 is an oxygen atom, a sulfur atom, NR3 or CR1R2, wherein R1, R2 are respectively selected from one of a hydrogen atom, a methyl group, an ethyl group, a propyl group, a tert-butyl group and a phenyl group, and R3 is the hydrogen atom or the phenyl group; X11-X20 are respectively selected from a nitrogen atom or CR4, and at least one of the X11-X20 is a carbon atom which is linked to L1 through a single bond, wherein R4 is the hydrogen atom, a halogen atom or a cyano group; at least one of the X17-X20 is the nitrogen atom. According to the aromatic heterocyclic compound, the aromatic heterocyclic compound has a similar structure as a dibenzofuran derivative and a dibenzothiophene derivative, electron transport can be improved, high light, low voltage, high efficiency and long service life of an organic EL component can be achieved, and the aromatic heterocyclic compound can be extensively applied in an OLED luminescent device and a display device to be used as the host material of a luminescent layer.
- -
-
Paragraph 0204; 0207-0210
(2019/11/04)
-
- Suzuki-Miyaura coupling of halophenols and phenol boronic acids: Systematic investigation of positional isomer effects and conclusions for the synthesis of phytoalexins from pyrinae
-
The Suzuki-Miyaura couplings of o-, m-, and p-halophenols with o-, m-, and p-phenol boronic acids were investigated for all combinations under standardized conditions, using Pd/C as a heterogeneous catalyst and water as a solvent. In the case of iodophenols, conventional heating was used, while for bromophenols significantly better results could be obtained using microwave irradiation. This systematic study revealed that 2,4′-biphenol is particularly difficult to access, irrespective of the starting materials used, but that these difficulties can be overcome by using different additives. The conclusions drawn from this investigation allowed us to identify conditions for the protecting group-free or minimized total synthesis of biaryl-type phytoalexins. These compounds possess antibacterial activity and are produced by fruit trees as a response to microbial infection.
- Schmidt, Bernd,Riemer, Martin
-
p. 4104 - 4118
(2014/05/20)
-
- A mild robust generic protocol for the Suzuki reaction using an air stable catalyst
-
A mild but robust procedure has been developed as a first pass generic protocol for the Suzuki-Miyaura reaction. The protocol employs an air stable palladium pre-catalyst at low loading (1 mol %) in aqueous solvent mixtures at moderate temperature using potassium carbonate as base. Under these mild conditions, most aryl bromides will react with sterically and electronically demanding aryl boronic acids to give complete conversion to the product biphenyls in less than 1 h. Aryl chlorides are also fully converted in most cases either under identical conditions in 8-24 h, or in 2 h at elevated temperature. A further advantage of these mild conditions of moderate temperature, weak base and benign solvent is that sensitive functional groups and structural motifs are well tolerated. In addition, the lipophilic biphenyl products are readily isolated after a simple work-up procedure. These generic conditions are ideal for proof of transformation, and as the starting point for development and optimization of a specific process. The discovery and fine-tuning of this generic protocol will be presented, supported extensively by examples to illustrate its scope and utility.
- Moseley, Jonathan D.,Murray, Paul M.,Turp, Edward R.,Tyler, Simon N.G.,Burn, Ross T.
-
experimental part
p. 6010 - 6017
(2012/09/21)
-
- PHENOXENIUM IONS. IDENTICAL INTERMEDIATES IN THE ACID-CATALYZED SOLVOLYSIS OF N-TOSYL-O-ARYLHYDROXYLAMINES AND IN THE THERMOLYSIS OF N-ARYLOXYPYRIDINIUM SALTS
-
The acid-catalyzed solvolysis of N-tosyl-O-arylhydroxylamines in aromatic solvents and the thermolysis of N-aryloxypyridinium salts involve common intermediates, phenoxenium ions, for the formation of hydroxybiphenyl derivatives.Diphenylethers are formed when the heterolysis of the N-O bonds is slow and the aromatic solvent has high nucleophilicity.
- Iijima, Hiroyuki,Endo, Yasuyuki,Shudo, Koichi,Okamoto, Toshihiko
-
p. 4981 - 4986
(2007/10/02)
-
- Acid-Catalyzed Solvolysis of N-Sulfonyl- and N-Acyl-O-arylhydroxylamines. Phenoxenium Ions
-
The acid-catalyzed reaction of N-acyl- and N-sulfonyl-O-arylhydroxylamines with benzene proceeded quite smoothly to give 2- and 4-hydroxybiphenyls.The results of product analysis, the orientation of the reaction, and the effects of substituents on the nitrogen atom and on the phenyl ring suggested a mechanism that involves a phenoxenium ion.The phenoxenium ion was trapped by benzene and other various nucleophiles.
- Endo, Yasuyuki,Shudo, Koichi,Okamoto, Toshihiko
-
p. 6393 - 6397
(2007/10/02)
-
- Aryloxenium Ions. Generation from N-(Aryloxy)pyridinium Tetrafluoroborates and Reaction with Anisole and Benzonitrile
-
N-(Aryloxy)pyridinium tetrafluoroborates (4) decompose thermally at 180-200 deg C in anisole and benzonitrile to form products of intermolecular C-O-C and C-C bond formation.With anisole, diphenyl ethers (5) and hydroxybiphenyls (6) are formed; with benzonitrile, the main product is benzoxazole (14).A homolytic process was ruled out by showing that none of these products were formed when perbenzoyl p-nitrophenyl carbonate (18) was decomposed in these solvents.The main products in this case were those of homolytic phenylation (and benzoyloxylation with anisole).A concerted SN2-type heterolytic process was ruled out by showing that the nature of the substituent in the pyridine ring had no effect on the isomer ratios of 5 and 6 in the thermolysis of 4 (X = p-NO2) in anisole.The results are explained in terms of a unimolecular heterolysis of 4 to give the pyridine and aryloxenium ion 2 which now attacks solvent molecules.When an electron-withdrawing substituent is present in 2, more C-O-C than C-C products are formed in anisole.When it is absent only products of C-C bond formation are found.PhO+ is apparently electrophilic enough to attack anisole and give the four possible hydroxymethoxybiphenyls (10-13).
- Abramovitch, Rudolph A.,Alvernhe, Gerard,Bartnik, Romuald,Dassanayake, Nissanke L.,Inbasekaran, Mutiah N.,Kato, Shiego
-
p. 4558 - 4565
(2007/10/02)
-