29170-08-9Relevant academic research and scientific papers
Modular and Selective Arylation of Aryl Germanes (C?GeEt3) over C?Bpin, C?SiR3 and Halogens Enabled by Light-Activated Gold Catalysis
Dahiya, Amit,Fricke, Christoph,Funes-Ardoiz, Ignacio,Gevondian, Avetik G.,Schoenebeck, Franziska,Sherborne, Grant J.
supporting information, p. 15543 - 15548 (2020/06/22)
Selective C (Formula presented.) –C (Formula presented.) couplings are powerful strategies for the rapid and programmable construction of bi- or multiaryls. To this end, the next frontier of synthetic modularity will likely arise from harnessing the coupling space that is orthogonal to the powerful Pd-catalyzed coupling regime. This report details the realization of this concept and presents the fully selective arylation of aryl germanes (which are inert under Pd0/PdII catalysis) in the presence of the valuable functionalities C?BPin, C?SiMe3, C?I, C?Br, C?Cl, which in turn offer versatile opportunities for diversification. The protocol makes use of visible light activation combined with gold catalysis, which facilitates the selective coupling of C?Ge with aryl diazonium salts. Contrary to previous light-/gold-catalyzed couplings of Ar–N2+, which were specialized in Ar–N2+ scope, we present conditions to efficiently couple electron-rich, electron-poor, heterocyclic and sterically hindered aryl diazonium salts. Our computational data suggest that while electron-poor Ar–N2+ salts are readily activated by gold under blue-light irradiation, there is a competing dissociative deactivation pathway for excited electron-rich Ar–N2+, which requires an alternative photo-redox approach to enable productive couplings.
ONE STEP DIRECT ARYLATION OF COMMODITY CHEMICALS TO SPECIALTY CHEMICALS BY TANDEM CATALYTIC PLATFORM
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Paragraph 0038; 0039; 0041; 0042; 0106, (2018/02/28)
The present invention relates to a continuous direct arylation process based on a tandem catalyst for synthesizing specialty chemicals. A method for synthesizing an aryl-aryl structure from a substrate selected from the group consisting of benzyl alcohol, benzyl amine and toluene which are low value added compounds is developed using a silver ion-containing tandem catalyst. The method is applied for synthesizing hexaphenyl arylene and can be applied for synthesizing high value added compounds (not only natural substances and chemical compounds but pharmaceutical and agricultural pesticide relative fields) directly from primary raw materials through the reaction.COPYRIGHT KIPO 2017
Efficient synthesis of N-alkyl-2,7-dihalocarbazoles by simultaneous carbazole ring closure and N-alkylation
Vyprachticky, Drahomír,Kmínek, Ivan,Pokorná, Veronika,Cimrová, Věra
scheme or table, p. 5075 - 5080 (2012/07/28)
The N-alkyl-2,7-dihalocarbazole as the main product was formed by the reaction of 4,4′-dihalo-2-nitrobiphenyl with aromatic nitro compound and trialkyl phosphite. The presence and crucial role of aromatic nitro compound causes simultaneous carbazole ring closure and N-alkylation unlike the Cadogan ring closure where non-alkylated carbazole is formed as a main product. In addition, the mixture of aromatic nitro compound and trialkyl phosphite was found to be a possible N-alkylating agent for heterocycles, such as carbazole or indole.
A novel three-step synthesis of N-(2-ethylhexyl)-2,7-diiodocarbazole
Vyprachticky, Drahomir,Kminek, Ivan,Pavlakova, Petra,Cimrova, Vera
experimental part, p. 1472 - 1476 (2011/06/20)
A new short and reasonably efficient synthesis of N-(2-ethylhexyl)-2,7- diiodocarbazole is presented. 4,4-Diiodobiphenyl was nitrated and the resulting 4,4-diiodo-2-nitrobiphenyl was converted via Freeman's modification of the Cadogan ring closure into 2,7-diiodocarbazole, which was then alkylated in the final step. The synthesis represents a significant simplification of the reported five-step procedure.
Synthesis of functionalized triazatriangulenes for application in photo- Switchable self-assembled monolayers
Kubitschke, Jens,Naether, Christian,Herges, Rainer
scheme or table, p. 5041 - 5055 (2010/11/05)
Various triazatriangulenes are synthesized by nucleophilic attack at the central C atom of triazatriangulenium ions. The molecular functions, especially azobenzenes, are fixed via an ethynyl linker by in situ deprotection of trimethylsilylalkynes. The structure of two of these molecules is further investigated by X-ray crystallography. The photo-inducedtrans/cis-isomerization of the azobenzene substituted derivatives is analyzed in solution and shows great promise for the preparation of switchable functionalized monolayers, as the triazatriangulenes are known for their self-assembly on gold surfaces. [1].
Fluorescent bis(oligophenylylamino)terephthalates
Zhang, Yawei,Starynowicz, Przemyslaw,Christoffers, Jens
experimental part, p. 3488 - 3495 (2009/04/14)
The reaction of succinyl succinates with aniline, iodoaniline and iodobiphenylamine yielded 2,5-bis(arylamino)-terephthalates. Suzuki cross-coupling reactions of the iodofunctionalized compounds with phenyl- and biphenylylboronic acids gave 2,5-diaminoter
Synthesis of symmetrically and unsymmetrically para-functionalized p-quaterphenylenes
Schiek, Manuela,Al-Shamery, Katharina,Luetzen, Arne
, p. 613 - 621 (2008/01/04)
Oligo-p-phenylenes have proven to be versatile building blocks for the generation of self-assembled nanoaggregates with interesting optical properties via vapor deposition on solid supports. Preliminary studies have shown that both the properties and the morphologies of these aggregates can be influenced by the introduction of functional groups. To this end, we have developed general approaches to the synthesis of symmetrically and unsymmetrically 1,4?-substituted p-quaterphenylenes through the application of a reliable Suzuki cross-coupling strategy. Georg Thieme Verlag Stuttgart.
Single and double Suzuki-Miyaura couplings with symmetric dihalobenzenes
Sinclair, David J.,Sherburn, Michael S.
, p. 3730 - 3733 (2007/10/03)
(Chemical Equation Presented) m- or p-diiodobenzene undergoes selective double coupling reactions with arylboronic acids and esters. Selectivity for double coupling over single coupling is remarkably strong: even with a diiodobenzene:monoboronic acid ratio of 10:1, the products of double coupling are formed in good yields. Steric hindrance and electronic influences of the boronic acid or ester, and reaction conditions do not appear to impact significantly upon the outcome of the reaction. In contrast, m- and p-dibromobenzenes undergo single couplings with aryl boronic acids with high selectivity.
Organic electroluminescence device and phenylenediamine derivative
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, (2008/06/13)
The invention is to provide an organic EL device having a long life time that can reduce the driving voltage of the organic EL device, and to provide a material having a small ionization potential and exhibiting a large hole mobility by using as a layer or a zone. The organic electroluminescence device comprises a pair of electrodes and an organic light emitting layer sandwiched in the electrodes, characterized in that a hole transporting zone provided between the electrodes comprises the phenylenediamine derivative represented by the specific structural formulae, and the phenylenediamine derivative has a hole mobility of 10?4cm2/V·s or more upon using as a layer or a zone, with the organic light emitting layer containing a charge injection auxiliary.
Liquid crystal compounds, liquid crystal medium and liquid crystal display
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, (2008/06/13)
The instant invention relates to liquid crystal media comprising a strongly dielectrically positive component A, preferably comprising isothiocyanate compounds, most preferably compounds of formula I, as given in the text, and a further dielectrically positive component B, preferably comprising terminally polar substituted bi- or terphenyl compounds, most preferably comprising compounds of formula II, as given in the text, further to novel isothiocyanato compounds as well as to liquid crystal displays comprising these media, in particular to PDLC display and most particular to holographic PDLC displays. The instant invention further relates to compounds of formula I wherein the parameters are as as specified in the text.
