- Synthesis and Bond Activation Chemistry of Palladium(II) Pincer Complexes with a Weakly Coordinating Side Arm
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A series of Pd(II) aryl complexes of a PNO-type pincer ligand bearing a weakly coordinated benzofuran side arm has been prepared. Crystallographic studies showed very long Pd-O distances of more than 2.3 ?, which is significantly longer than the Pd-O distances in structurally similar PNO-Pd complexes with an exocylic oxygen donor. Crystallographic and 19F NMR solution studies of complexes containing electron-donating (OMe) and electron-withdrawing (CF3) substituents in the position para to the benzofuran oxygen atom revealed the dependence of the Pd-O interactions on the nature of the aromatic group at the Pd center. The ability to influence these interactions by changing the electron density at the metal was demonstrated in the stoichiometric Sonogashira-type cross-coupling reactions between the Pd complexes and phenylacetylene, which proceed via a reversible aromatization/dearomatization of the pincer ligand. Complexes with the electron-poor CF3 group showed higher reactivity in comparison to their electron-neutral or -rich analogues. DFT studies of these systems provided further mechanistic insight into the origin of the observed reactivity patterns.
- Prakasham,Vigalok, Arkadi,Vedernikov, Andrei N.
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supporting information
p. 634 - 641
(2022/03/02)
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- Synthesis method of 4-aminooxyfluorene
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The present invention discloses a method of synthesis of 4- aminooxyfluorene, in a solvent, oxene reacts with an organic base, nitrite to form 4-nitrosooxyfluorene, and then in the presence of a reducing agent, the nitroso is reduced to amino, to obtain the target product 4-aminooxyfluorene. The present invention by a strong base (sodium or potassium alcohol), nitrites and reducing agents, after two steps of reaction to synthesize 4-aminooxyfluorene, the reaction conditions are mild, simple, raw materials are inexpensive and readily available, less reaction by-products, high product yield, is conducive to industrial production.
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Paragraph 0032; 0040-0041; 0044-0046; 0050-0052; 0055; ...
(2022/03/27)
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- ARYLAMINE DERIVATIVES, HOLE TRANSPORT MATERIAL COMPRISING THE SAME AND ORGANIC ELECTROLUMINESCENCE DEVICE USING THE SAME
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The present invention provides an arylamine derivative, which can be used as a host material, particularly, a hole transport material of an organic electroluminescence (EL) device and has high triplet energy, and an organic EL device using the same. The arylamine derivative is represented by the following chemical formula (1). In the chemical formula (1): each of R^1 to R^9 independently represents a hydrogen atom, a linear or branched C1-C6 alkyl group, a linear or branched C1-C6 alkoxy group, or a linear or branched C1-C6 mono- or di-alkylamino group; X represents an oxygen atom, a sulfur atom or an alkylene group (-CR^8R^9-); and Ar represents a substituent represented by the following chemical formula (2), wherein each of R^10 to R^37 independently represents a hydrogen atom, a linear or branched C1-C6 alkyl group, a linear or branched C1-C6 alkoxy group, or a linear or branched C1-C6 mono- or di-alkylamino group.COPYRIGHT KIPO 2021
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- An electroluminescent compound and an electroluminescent device comprising the same
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The present invention relates to organic light emitting compounds represented by chemical formula 1-1 to chemical formula 1-2. An organic electroluminescent device using the same has excellent light emitting efficiency and can be driven at low voltage, thereby having improved power efficiency and long life characteristics.COPYRIGHT KIPO 2015
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Paragraph 0415; 0422-0427; 0635; 0642-0647
(2020/09/12)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING SAME
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An aromatic amine derivative represented by the following formula (1) wherein at least one of Ar1 to Ar4 is a heterocyclic group represented by the following formula (2) wherein X1 is an oxygen atom or a sulfur atom.
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Page/Page column 54
(2012/03/26)
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- Elusive metal-free primary amination of arylboronic acids: Synthetic studies and mechanism by density functional theory
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Herein, we disclose the first metal-free synthesis of primary aromatic amines from arylboronic acids, a reaction that has eluded synthetic chemists for decades. This remarkable transformation affords structurally diverse primary arylamines in good chemical yields, including a variety of halogenated primary anilines that often cannot be prepared via transition-metal-catalyzed amination. The reaction is operationally simple, requires only a slight excess of aminating agent, proceeds under neutral or basic conditions, and, importantly, can be scaled up to provide multigram quantities of primary anilines. Density functional calculations reveal that the most likely mechanism involves a facile 1,2-aryl migration and that the presence of an ortho nitro group in the aminating agent plays a critical role in lowering the free energy barrier of the 1,2-aryl migration step.
- Zhu, Chen,Li, Gongqiang,Ess, Daniel H.,Falck, John R.,Kürti, László
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supporting information
p. 18253 - 18256
(2013/01/15)
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- PYRIDYL CARBENE PHOSPHORESCENT EMITTERS
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Organometallic compounds comprising an imidazole carbene ligand having a N- containing ring fused to the imidazole ring are provided. In particular, the N-containing ring fused to the imidazole ring may contain one nitrogen atom or more than one nitrogen
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Page/Page column 71
(2012/09/22)
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- PYRIDYL CARBENE PHOSPHORESCENT EMITTERS
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Organometallic compounds comprising an imidazole carbene ligand having a N-containing ring fused to the imidazole ring are provided. In particular, the N-containing ring fused to the imidazole ring may contain one nitrogen atom or more than one nitrogen a
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- PHOSPHORESCENT EMITTERS
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Compounds including a ligand with a dibenzo-fused 5-membered ring substituent are provided. In particular, the compounds may be iridium complexes including imidazole coordinated to the dibenzo-substituted ligand. The dibenzo-fused 5-membered ring moiety of the ligand may be twisted or minimally twisted out of plane with respect to the rest of the ligand structure. The compound may be used in organic light emitting devices, particularly as emitting dopants in blue devices. Devices comprising the compounds may demonstrate improved stability while maintaining excellent color.
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- Easy copper-catalyzed synthesis of primary aromatic amines by coupling aromatic boronic acids with aqueous ammonia at room temperature
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(Chemical Equation Presented) A reaction without the added extras: Aromatic boronic acids have been coupled using inexpensive aqueous ammonia to give primary aromatic amines under copper catalysis. This simple and highly efficient approach can be carried
- Rao, Honghua,Fu, Hua,Jiang, Yuyang,Zhao, Yufen
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supporting information; experimental part
p. 1114 - 1116
(2009/06/20)
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- New Methods and Reagents in Organic Synthesis. 60. A New Synthesis of Aromatic and Heteroaromatic Amines Using Diphenyl Phosphorazidate (DPPA)
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Aromatic and heteroaromatic organometallics (Grignard and lihium compounds) reacts with diphenyl phosphorazidate (DPPA) to give labile phosphinyltriazenes.A study of the conversion of phosphinyltriazenes into amines has revealed that reductive work-up with aluminum hydride gives much better results than acidic or alkaline work-up.Sequential treatment of aromatic and heteroaromatic organometallics with DPPA, followed by aluminum hydride provides a convenient new method for the preparation of aromatic and heteroaromatic amines.Keywords - organometallic; aromatic halide; Grignard compound; organolithium compound; aromatic amine; heteroaromatic amine; phosphinyltriazene; hydride reduction; diphenyl phosphorazidate
- Mori, Shigehiro,Aoyama, Toyohiko,Shioiri, Takayuki
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p. 1524 - 1530
(2007/10/02)
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- NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 40. AMINATION OF AROMATIC AND HETEROAROMATIC ORGANOMETALLICS USING DIPHENYL PHOSPHORAZIDATE (DPPA)
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Amination of aromatic and heteroaromatic organometallics is efficiently achieved by sequential treatment with diphenyl phosphorazidate (DPPA) and sodium bis(2-methoxyethoxy)aluminium hydride in a one-pot process.
- Mori, Shigehiro,Aoyama, Toyohiko,Shioiri, Takayuki
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p. 429 - 432
(2007/10/02)
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