Harmful:;106851-53-0Relevant articles and documents
Polyaniline-Induced Arylation with Arenediazonium Salts Derived from Anilines
Hata, Dai,Moriuchi, Toshiyuki,Hirao, Toshikazu,Amaya, Toru
, p. 7703 - 7709 (2017)
A catalytic amount of a reduced form of polyaniline (a redox-active π-conjugated polymer) was found to induce C?H direct arylation of (hetero)arenes with arenediazonium salts prepared from anilines with methanesulfonic acid (MeSO3H) and tert-butyl nitrite (tBuONO). The difficult part of this method is the coexistence of an oxidant and a reductant in this sequential diazotization and arylation system; diazotization requires weak oxidants such as alkyl nitrites, whereas the arylation is induced by a reductant. This was achieved by the careful control of the amount of tBuONO (1.0 equivalent) for the diazotization step, and sequential arylation using 5 mol % of the polyaniline. The reaction took place under mild conditions without any metals or strong bases at room temperature, and the amino group is a formal leaving group. The scope of the substrates demonstrates the versatility in the combination of anilines with a variety of functional groups and several (hetero)arenes. Two-directional arylation for the synthesis of an unsymmetrical 1,4-diarylated (furyl and pyrrolyl groups) benzene was achieved, using mono-Boc-protected 1,4-phenylenediamine as a substrate. This shows potential for the synthesis of more complicated oligoarene compounds.
Black phosphorus as a metal-free, visible-light-active heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes
Kalay, Erbay,Kü?ükke?eci, Hüseyin,Kilic, Haydar,Metin, ?nder
, p. 5901 - 5904 (2020)
Black phosphorus (BP) is for the first time employed as a metal-free, heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes with aryl diazonium salts. The arylated heteroarenes are obtained in moderate to good yields under visible-light illumination, and the protocol is shown to be applicable for the scale-up synthesis.
Analysis of the Carbon and Proton NMR Spectra of 2-Arylthiophenes and Related Heterocycles
Mazza, Dario Del,Reinecke, Manfred G.,Smith, William B.
, p. 187 - 190 (1989)
Complete proton and carbon NMR assignments were made for five 2-(2-X-phenyl)thiophenes (X = NH2, NO2, COOH, Br), four 2,5-diphenylheterocycles (thiophene, furan and N-methyl- and N-phenylpyrrole) and N-phenylpyrrole using HETCOR, COSY, XCORFE and, in one
Hypercrosslinked Polymer Platform-Anchored Single-Site Heterogeneous Pd-NHC Catalysts for Diverse C-H Functionalization
Mandal, Tanmoy,Mondal, Moumita,Choudhury, Joyanta
supporting information, p. 2443 - 2449 (2021/08/03)
We demonstrate a new class of hypercrosslinked polymer (HCP) platform-Anchored single-site heterogenized Pd-NHC catalysts for multipurpose C-H functionalization reactions. This new class is represented by a set of three catalysts, viz., HCP-B-MeNHC-Pd, HCP-B-BnNHC-Pd, and HCP-TPM-MeNHC-Pd, having a variation on the structural feature of the anchoring polymeric platform. All three catalysts were fully characterized via diverse solid-state characterization and analytical techniques such as X-ray photoelectron spectroscopy, 13C cross-polarization magic-Angle-spinning nuclear magnetic resonance, field-emission scanning electron microscopy, energy-dispersive X-ray analysis, thermogravimetric analysis, and inductively coupled plasma-optical emission spectrometry. Three types of regularly practiced and very useful C-H functionalization reactions, viz., C-H halogenation, acetoxylation, and arylation, are tested with the new catalysts and found to be highly compatible and successful. With the HCP-TPM-MeNHC-Pd catalyst, up to 85, 75, and 70% yields of the functionalized products were achieved for the halogenation, acetoxylation, and arylation reactions, respectively. Demanding attributes such as enhanced activity, heterogeneity, and recyclability are offered by this new system, making it a promising candidate in the field of heterogeneous C-H functionalization, where only a few efficient catalysts are available.
Bis-tri-aromatic amine compound containing spiral structure, application and light emitting diode
-
Paragraph 0049; 0050; 0051; 0052; 0053, (2019/02/25)
The invention provides a bis-tri-aromatic amine compound containing a spiral structure. The compound has the structural formula as shown in the figure I in the specification. The compound has relatively good heat stability, high light-emitting efficiency
