108774-82-9Relevant academic research and scientific papers
Palladium-catalyzed direct arylation of maleimides: A simple route to bisaryl-substituted maleimides
Jafarpour, Farnaz,Shamsianpour, Mitra,Issazadeh, Salumeh,Dorrani, Masoumeh,Hazrati, Hamideh
, p. 1668 - 1672 (2017)
Palladium-catalyzed direct arylation of maleimides via Heck as well as organoboron-mediated Heck-type reactions are developed. These methods offer an approach to a wide variety of biologically interesting 3,4-diarylmaleimide scaffolds from readily accessible starting materials. These approaches led to the feasible one-pot construction of bisaryl-substituted maleimides which have historically been problematic.
The colourful fluorescence from readily-synthesised 3,4-diaryl-substituted maleimide fluorophores
Yeh, Hsiu-Chih,Wu, Wei-Ching,Chen, Chin-Ti
, p. 404 - 405 (2003)
A new synthesis procedure has been developed for a series of maleimide-based fluorophores, exhibiting a large variation of emission spectra spanning the entire visible range.
Biomimetic total synthesis of polycitrin A
Terpin, Andreas,Polborn, Kurt,Steglich, Wolfgang
, p. 9941 - 9946 (1995)
The synthesis of the marine alkaloid polycitrin A (1a) is described. The synthesis is based on the formation of 3,4-bisarylpyrrole-2,5-dicarboxylic acids from 3-arylpyruvic acids by oxidative coupling and consecutive pyrrole ring formation. The pyrrole di
Design, synthesis, and biological evaluation of 3,4-diarylmaleimides as angiogenesis inhibitors
Peifer, Christian,Stoiber, Thomas,Unger, Eberhard,Totzke, Frank,Sch?chtele, Christoph,Marmé, Dieter,Brenk, Ruth,Klebe, Gerhard,Schollmeyer, Dieter,Dannhardt, Gerd
, p. 1271 - 1281 (2006)
The new analogue 2 of combretastatin A-4 was discovered to be an inhibitor of tubulin polymerization with an IC50 of 7.6 μM and reduced angiogenesis in the in vivo chick embryo model. Interestingly, in a series of 2,3-diarylmaleimides closely r
Structures and photophysical properties of 3,4-diaryl-1H-pyrrol-2,5-diimines and 2,3-diarylmaleimides
Afanasenko, Anastasiia M.,Boyarskaya, Dina V.,Boyarskaya, Irina A.,Chulkova, Tatiana G.,Grigoriev, Yakov M.,Kolesnikov, Ilya E.,Avdontceva, Margarita S.,Panikorovskii, Taras L.,Panin, Andrej I.,Vereshchagin, Anatoly N.,Elinson, Michail N.
, p. 554 - 561 (2017/06/20)
Structural features of 3,4-diaryl-1H-pyrrol-2,5-diimines and their derivatives have been studied by molecular spectroscopy techniques, single-crystal X-ray diffraction, and DFT calculations. According to the theoretical calculations, the diimino tautomeri
Emitting color adjustable dendritic macromolecular fluorescent material and preparation method thereof
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Paragraph 0025, (2018/01/14)
The invention relates to an emitting color adjustable dendritic macromolecular fluorescent material and a preparation method of the fluorescent material. A benzene ring serves as a nucleus; 3,4-diaryl substituted maleimide serves as a branch; two-direction, three-direction and four-direction initiated first-generation dendritic macromolecules (B2G1, B3G1 and B4G1), and one-direction initiated second-generation dendritic macromolecules (B1G2) are constructed by an alkylation reaction; an emitting color of the dendritic fluorescent material is effectively adjusted by changing a push-pull electronic effect of a peripheral group (S); and full-color light emitting from blue to red is achieved. The dendritic fluorescent material has the advantages of adjustable emitting color, high solid fluorescence quantum efficiency and the like; the fluorescent material has good solubility in various solvents such as chloroform, methylbenzene, tetrahydrofuran and chlorobenzene; and a high-quality film can be obtained by methods of spin-coating or ink-jet printing and the like. Therefore, the material has very wide application prospects in organic electroluminescence, organic laser and full-color display.
Diarylmaleic anhydrides: unusual organic luminescence, multi-stimuli response and photochromism
Mei, Xiaofei,Wang, Jingwei,Zhou, Zhonggao,Wu, Shiyi,Huang, Limei,Lin, Zhenghuan,Ling, Qidan
supporting information, p. 2135 - 2141 (2017/03/09)
Diarylmaleic anhydride derivatives containing benzene (BPMA), thiophene (BTMA) and indole (BIMA) exhibit diverse and distinct fluorescence: aggregation-caused quenching (ACQ) of red emission of BIMA, blue aggregation-induced emission (AIE) of BPMA, and green dual-state emission (DSE) of BTMA in both solution and the solid state. Theoretical calculation and crystal structure analysis indicate that intramolecular and intermolecular interactions are responsible for their different emission behavior. A series of DSE-active molecules with full-color emission could be developed for the first time, through modification of the structures of BPMA and BIMA. Interestingly, BTMA and BPMA display multi-stimuli-responsive luminescence with a high-contrast (Δλem > 100 nm) and an unusual photochromic phenomenon in dichloromethane, which were utilized to construct rewritable data storage and mimic molecular logic operation (4-to-2 encoder and 1?:?2 demultiplexer), respectively.
A method for the production of primary amines
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Paragraph 0105; 0106; 0132, (2016/10/09)
The invention relates to the field of chemical industry and particularly relates to a method for preparing primary amine by using the raw materials including halogenated hydrocarbon (or hydrocarbon alcohol sulfonate) and ammonia water (or formamide). The method comprises the following three steps: (1) imidization: 3,4-diarylfuran-2,5-diketone (I) reacts with ammonia (or formamide) and the like to obtain 3,4-diaryl-1H-pyrrole-2,5-diketone (II); (2) N-hydrocarbylation: 3,4-diaryl-1H-pyrrole-2,5-diketone (II) generates an N-hydrocarbylation reaction with halogenated hydrocarbon (or hydrocarbon alcohol sulfonate) in the presence of alkali to obtain N-hydrocarbyl-3,4-diaryl-1H-pyrrole-2,5-diketone (III); and (3) hydrolysis: N-hydrocarbyl-3,4-diaryl-1H-pyrrole-2,5-diketone (III) is subjected to alkali hydrolysis to obtain primary amine and the generated 2,3-diaryl maleate is subjected to acid treatment and automatic ring closing to form 3,4-diaryl furan-2,5-diketone (I) which is subjected to imidization and directly applied to the N-hydrocarbylation reaction. The method provided by the invention has the characteristics that the 3,4-diaryl furan-2,5-diketone can be circularly used at a high recovery rate, the molar ratio of the raw materials is low, and the yield of the product primary amine is high.
Development of methods for the synthesis of libraries of substituted maleimides and α,β-unsaturated-γ-butyrolactams
Awuah, Emelia,Capretta, Alfredo
, p. 3122 - 3130 (2011/06/24)
Synthetic methods for the preparation of maleimide and α,β- unsaturated-γ-butyrolactam compound collections are described. These routes take advantage of Pd cross-coupling and conjugate addition/elimination reactions to permit the facile production of bisaryl-maleimides, anilinoaryl-maleimides, and bisanilino-maleimides while allowing control over the synthesis of symmetrical or nonsymmetrical derivatives. Similarly, the chemistry developed allows for the generation of bisaryl substituted α,β-unsaturated-γ-butyrolactams. The scope and limitations of the approaches are presented.
Derivative of α,β-dicyanostilbene: Convenient precursor for the synthesis of diphenylmaleimide compounds, E-Z isomerization, crystal structure, and solid-state fluorescence
Yeh, Hsiu-Chih,Wu, Wei-Ching,Wen, Yuh-Sheng,Dai, De-Chang,Wang, Juen-Kai,Chen, Chin-Ti
, p. 6455 - 6462 (2007/10/03)
A convenient and efficient procedure was developed for preparing 3,4-diaryl-substituted maleimides through the improved synthesized diaryl-substituted fumaronitrile. The synthesis of diphenyl-substituted fumaronitrile derivatives from phenylacetonitrile compounds was analyzed and improved. We found the stoichiometry of the sodium methoxide and the concentration of the starting material, phenylacetonitrile derivatives, were crucial for the high yield and easy purification of the products. Particularly, bis(4-bromophenyl)fumaronitrile, bis(3-trifluoromethylphenyl)fumaronitrile, and bis(4-methoxyphenyl)fumaronitrile were isolated in good yields of 70-90% by simple suction filtration. In addition, 1H NMR provided compelling evidence that the E-Z isomerization was involved in the formation reaction of the maleimide compounds from either fumaronitrile or maleonitrile derivatives. Single-crystal X-ray structures of these three fumaronitrile derivatives, the first three of the kind, were obtained, revealing the nonplanar molecular structure. We ascribe the strong solid-state fluorescence of these diphenylfumaronitrile derivatives to the nonplanar structure that inhibits the close packing of the molecule aggregation and thus the fluorescence quenching.
