36359-93-0Relevant academic research and scientific papers
Synthesis of Triarylmethanes by Decarbonylation of 3,3-Diaryl Benzofuranones
Tang, Zhi,Peng, Lingteng,Yuan, Yu,Li, Tianjing,Qiu, Renhua,Kambe, Nobuaki
, p. 5300 - 5311 (2020)
A simple protocol for the synthesis of triarylmethane derivatives with three different (hetero)aryl groups by decarbonylation of 3,3-diaryl benzofuranones, which can easily be prepared via arylation of benzofuranones, was developed. The reaction proceeds on heating in dimethylformamide (DMF) in the presence of CH3ONa and water to generate the products in good to excellent yields. This reaction can be easily scaled up to give a triarylmethane in a gram scale. Further chemical manipulation of the products enabled useful transformations of the phenol ring, including reduction, arylation, cyclization, etc.
Solventless triarylmethane synthesis via hydroxyalkylation of anisole with benzaldehyde by modified heteropoly acid on mesocellular foam silica (MCF)
Bhadra, Kalpesh H.,Yadav, Ganapati D.
, p. 150 - 158 (2018/06/18)
Triarylmethane (TRAM) compounds have wide applications such as leuco dyes for sensing tumors and other biological activities. Hydroxyalkylation of arenes with benzaldehyde results in formation of triarylmethane compounds. In the present study, 20 (wt.%) Cs2.5H0.5PW12O40 (Cs-DTP) supported on mesocellular foam (MCF) silica was prepared, characterized and tested for its activity in hydroxyalkylation reaction of anisole with benzaldehyde. Its activity was compared with commercial catalysts like Amberlyst-15, montmorillonite clay K-10, H3PW12O40 and unsupported Cs2.5H0.5PW12O40.The prepared catalyst showed the best activity compared to others with advantage of separation of catalyst and reusability. Reaction parameters were studied in detail and kinetic study was carried out for the said reaction. 20 (wt. %) Cs-DTP/MCF was found to be the best, robust and reusable catalyst. Reaction mechanism and kinetics were also studied. The results are new.
Br?nsted acid ionic liquids catalyzed Friedel-Crafts Alkylations of electron-rich arenes with aldehydes
Wang, Ailing,Zheng, Xueliang,Zhao, Zhuangzhi,Li, Changping,Cui, Yingna,Zheng, Xuefang,Yin, Jingmei,Yang, Guang
, p. 198 - 204 (2014/07/08)
Triarylmethanes (TRAMs) and diarylalkanes (DIAAs) are valuable intermediates with wide applications in many fields. TRAMs are usually obtained from the acid-catalysed bisarylation of activated aryl aldehydes. However, the synthesis poses many problems, such as harsh reaction conditions, and the disposal of the excess solvents and/or toxic metal waste. In this study, some functionalized ionic liquids including Br?nsted acid ionic liquids (BAILs) and traditional ionic liquids were designed and synthesized. BAILs catalyzed Friedel-Crafts (F-C) alkylation was applied in this specific reaction for the first time. And the BAILs showed bifunctional properties acting as catalyst and solvent. Research shows that BAILs can be used for catalyzing F-C alkylations of electron-rich arenes with aromatic or aliphatic aldehydes successfully under mild reaction conditions. Furthermore, BAILs containing triflic anion has higher activity than other BAILs and traditional ionic liquids. [HSO 3-pmim][OTf] gets the highest yields in the presence of 20 mol% of BAILs at 40 °C to give the corresponding TRAMs derivatives. After five cycles, the yields remain about 93-97%. Finally, according to IR spectrum and the experimental validation, the aromatic electrophilic substitution reaction was considered to be the possible catalysis mechanisms.
Room-temperature bismuth-catalyzed bis-arylation of carbonyl compounds with aryl ethers and phenols
Liu, Congrong,Li, Manbo
, p. 1274 - 1278 (2013/11/06)
Using Bi2(SO4)3 as the catalyst and TMSCl as the additive, a wide variety of aldehydes, ketones, and acetals were smoothly condensed with aryl ethers at room temperature to provide the corresponding diarylmethanes and triarylmethanes selectively in good to excellent yields. Using Bi2(SO4)3 as the catalyst and TMSCl as the additive, a wide variety of aldehydes, ketones, and acetals were smoothly condensed with aryl ethers at room temperature to selectively provide the corresponding diarylmethanes and triarylmethanes in good to excellent yields. Copyright
Catalytic selective bis-arylation of imines with anisole, phenol, thioanisole and analogues
Liu, Cong-Rong,Li, Man-Bo,Yang, Cui-Feng,Tian, Shi-Kai
, p. 1249 - 1251 (2008/12/21)
The first highly efficient double Friedel-Crafts reaction of N-tosyl imines with anisole, phenol, thioanisole and analogues has been developed to produce the corresponding symmetric diarylmethanes and triarylmethanes with high regioselectivity in the presence of a catalytic amount of Bi2(SO 4)3-TMSCl at room temperature. The Royal Society of Chemistry.
DEVELOPER FOR THERMAL RECORDING MATERIAL AND THERMAL RECORDING MATERIALS
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, (2008/06/13)
The developer for a thermal recording material of the present invention comprises a condensed composition consisting of, of condensates represented by the formula (1): wherein R is a hydrogen atom, a hydroxyl group, a lower alkyl group having 1 to 5 carbon atoms, an alkoxyl group having 1 to 5 carbon atoms, an aryl group or an aralkyl group, R in the number of m may be the same or different and m is an integer of 0-3, X and Y are each a hydrogen atom, an alkyl group or an aryl group, provided that at least one of X an dY is an alkyl group or an aryl group, and n is an integer of 0-3, a condensate having two cores wherein n="0 or a condensed composition comprising a condensate having two cores wherein" n=0 as a main component, and at least one kind of condensate of the formula wherein n=1-3 (3-5 core condensate). The developer for thermal recording materials of the present invention is applied to a heat-coloring layer of thermal recording materials, along with a basic dye (preferably further with a sensitizer). According to the present invention, a developer for thermal recording materials, which is capable of realizing a thermal recording material capable of affording high colored image density and superior in preservation stability (particularly heat resistance and moisture resistance) of recorded images and non-image areas, while satisfying recent requirements for high sensitivity, can be obtained.
