- Organic long-afterglow compound, and preparation method and application thereof
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The invention discloses an organic long-afterglow compound, and a preparation method and application thereof, and belongs to the technical field of photodynamic therapy. According to the invention, the long-afterglow compound with a brand-new structure is designed and synthesized on the basis of oxygen group elements. The long-afterglow compound has the following advantages: 1, the imaging time islong, and nanosecond-grade imaging of traditional fluorescent imaging agents is improved to millisecond-imaging of the organic long-afterglow material; 2, the oxygen group elements are introduced into the long-afterglow compound, so that the yield of triplet excitons of molecules is introduced, and generation of reactive oxygen is promoted; 3, the excitation range of the long-afterglow compound can be extended to visible light, and the long-afterglow compound can easily achieve a good therapeutic effect under visible light irradiation and has low biological toxicity; and 4, the long-afterglowcompound has good biocompatibility. According to the invention, experiments prove that the compound has obvious inhibitory activity on Gram-positive bacteria, and thus the compound has a potential for being used as a photosensitizer for effective photodynamic therapy.
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Paragraph 0056-0060
(2020/02/14)
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- Palladium-Catalyzed Formal Cross-Coupling of Diaryl Ethers with Amines: Slicing the 4-O-5 Linkage in Lignin Models
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Lignin is the second most abundant organic matter on Earth, and is an underutilized renewable source for valuable aromatic chemicals. For future sustainable production of aromatic compounds, it is highly desirable to convert lignin into value-added platform chemicals instead of using fossil-based resources. Lignins are aromatic polymers linked by three types of ether bonds (α-O-4, β-O-4, and 4-O-5 linkages) and other C?C bonds. Among the ether bonds, the bond dissociation energy of the 4-O-5 linkage is the highest and the most challenging to cleave. To date, 4-O-5 ether linkage model compounds have been cleaved to obtain phenol, cyclohexane, cyclohexanone, and cyclohexanol. The first example of direct formal cross-coupling of diaryl ether 4-O-5 linkage models with amines is reported, in which dual C(Ar)?O bond cleavages form valuable nitrogen-containing derivatives.
- Zeng, Huiying,Cao, Dawei,Qiu, Zihang,Li, Chao-Jun
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supporting information
p. 3752 - 3757
(2018/03/13)
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- Synthesis of copper nanoparticles supported on a microporous covalent triazine polymer: An efficient and reusable catalyst for O-arylation reaction
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Copper nanoparticles were supported on a microporous covalent triazine polymer prepared by the Friedel-Crafts reaction (Cu@MCTP-1). The resulting material was characterized by powder X-ray diffraction, thermogravimetric analysis, N2 adsorption-desorption isotherms at 77 K, transmission electron microscopy, X-ray photoelectron spectroscopy, and inductively coupled plasma optical emission spectroscopy, and Cu particles with an average size of 3.0 nm and a BET total surface area of ca. 1002 m2 g-1 were obtained. Cu@MCTP-1 was evaluated as a heterogeneous catalyst for the Ullmann coupling of O-arylation over a series of aryl halides and phenols without employing expensive ligands or inert atmosphere, which produced an excellent yield of the corresponding diaryl ethers. The catalyst could be recovered by simple centrifugation and was reusable at least five times with only a slight decrease in catalytic activity.
- Puthiaraj, Pillaiyar,Ahn, Wha-Seung
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p. 1701 - 1709
(2016/04/05)
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- Alkyl aryl ether bond formation with phenofluor
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An alkyl aryl ether bond formation reaction between phenols and primary and secondary alcohols with PhenoFluor has been developed. The reaction features a broad substrate scope and tolerates many functional groups, and substrates that are challenging for more conventional ether bond forming processes may be coupled. A preliminary mechanistic study indicates reactivity distinct from conventional ether bond formation. From fluorination to etherification: A method for the formation of alkyl aryl ethers directly from the corresponding alcohols and phenols with PhenoFluor has been developed. The reaction features a broad substrate scope, and substrates that are challenging for more conventional ether bond forming processes may be coupled. TMS=trimethylsilyl.
- Shen, Xiao,Neumann, Constanze N.,Kleinlein, Claudia,Goldberg, Nathaniel W.,Ritter, Tobias
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supporting information
p. 5662 - 5665
(2015/05/27)
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- Copper(I) Phenoxide complexes in the etherification of aryl halides
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"Chemical Equation Presented" No copping out! Copper(I) phenoxide complexes containing chelating ligands (see picture), proposed intermediates in copper-catalyzed etherification of aryl halides, have been synthesized and fully characterized. The kinetic and chemical competence of the isolated complexes are demonstrated for the synthesis of aryl phenyl ethers, and experiments provide evidence against mechanistic pathways involving the formation of either free or caged radicals.
- Tye, Jesse W.,Weng, Zhiqiang,Giri, Ramesh,Hartwig, John F.
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supporting information; experimental part
p. 2185 - 2189
(2010/06/19)
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- Synthesis of symmetrical diaryl ethers from arylboronic acids mediated by copper(II) acetate
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Copper promoted generation of phenols in situ through arylation of water and their subsequent arylation with arylboronic acids affords a wide range of symmetrical diaryl ethers in good to high yield. The reaction is rapid, mild, convenient and tolerant of a wide range of functionalities on the arylboronic acid.
- Sagar,Tale,Adude
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p. 7061 - 7063
(2007/10/03)
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- Preparation process of fluorine substituted aromatic compound
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A preparation process of a fluorine substituted aromatic compound comprising reacting an alkali metal or alkali earth metal salt of an aromatic compound having a hydroxy group with an organic fluorinating agent is disclosed. As a representative fluorinating agent, a bis-dialkylamino-difluoromethane compound, for example, 2,2′-difluoro-1,3-dimethylimidazolidine, is exemplified. According to the process, an industrially useful fluorinated aromatic compound, for example, a fluorobenzene, a fluorine substituted benzophenone, a fluorine substituted diarylsulfone can be prepared with ease in economy without specific equipment.
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- Facile preparation of aromatic fluorides by deaminative fluorination of aminoarenes using hydrogen fluoride combined with bases
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One-pot deaminative fluorination of aminoarenes including heteroaromatics, namely, diazotization of aminoarenes followed by in situ fluoro-dediazoniation of the corresponding diazonium ions, was successfully accomplished to produce fluoroarenes in high yields by using hydrogen fluoride combined with base solutions. The diazotization stage has been found to play the most important part in yielding fluoroarenes effectively. It was greatly influenced by the composition of the HF solution and enhanced by employing appropriate amounts of bases such as pyridine under carefully controlled conditions. The fluoro-dediazoniation stage was effectively accelerated photochemically to afford fluoroarenes having polar substituents such as hydroxyl, nitro and so on in high yields.
- Yoneda,Fukuhara
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- Copper-catalyzed synthesis of phenol and diaryl ether derivatives: Via hydroxylation of diaryliodoniums
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A copper-catalysed hydroxylation of diaryliodoniums to generate phenols and diaryl ethers is reported. This method allows the synthesis of diversely functionalized phenols under mild reaction conditions without the need for a strong inorganic base or an expensive noble-metal catalyst. Significantly, convenient application of diaryliodoniums is demonstrated in the preparation of diaryl ethers in a one-pot operation.
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