827-94-1Relevant articles and documents
A Practical Procedure for Regioselective Bromination of Anilines
Takahashi, Yusuke,Seki, Masahiko
, p. 1828 - 1832 (2021/04/15)
A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.
Non-photoisomerizable butterfly shaped tetrasubstituted azobenzenes: Synthesis and photophysical studies
Raman, Arunachalam,Neelambra, Afeefah U.,Karunakaran, Venugopal,Easwaramoorthi, Shanmugam
supporting information, p. 8818 - 8822 (2020/06/08)
Thetrans-azobenzene (AB) substituted derivatives with bulky carbazole (1), phenothiazine (2), and phenyl (3) have been synthesized to understand the effect of steric crowding around the -NN- linkage on the photoisomerization process. The substituents maintain orthogonality to the azobenzene plane and the electronic properties exhibit a combination of individual chromophores. Irradiation of1and2with various light sources including a 365 nm pen-ray lamp, and a 150 W Xe-Hg lamp, and even exposure to sunlight for a week does not yield thecisisomer revealing the exceptional photostability of the synthesized azobenzene derivatives. These studies suggest that possessing steric crowding around the azo linkage would be a potential strategy to develop photostable azobenzene-based functional materials.
Method of catalytically synthesizing polybromo-aniline in water phase
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Paragraph 0012; 0033, (2019/10/04)
The invention discloses a method of catalytically synthesizing polybromo-aniline in a water phase. The method comprises following steps: adding a catalytic amount of a free radical initiator, aniline derivatives, cheap and low-toxic bromine salts, and water into a reactor; carrying out reactions in a photocatalytic reaction instrument under power of 5W at a room temperature; after a while, extracting the reaction product by ethyl acetate, and carrying out recrystallization to obtain polybromo-aniline; wherein the free radical initiator is eosin, sodium persulfate, or potassium persulfate. The power of the incandescent lamp of the photocatalytic reaction instrument is 5W. The free radical initiator and bromine salts are cheap and easily available. The method is an ideal synthesis method of polybromo-aniline. Cheap and low-toxic bromine salts are used to replace liquid bromine. The cheap and easily available free radical initiator is used to replace unstable and explosive hydrogen peroxide. After 4 to 10 hours of reactions under the power of 5W, polybromo-aniline can be synthesized, the yield and the reaction selectivity are high, the byproducts are few, and the post treatment is simple.
Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water
Ghorpade, Prashant Vasantrao,Pethsangave, Dattatray Appasha,Some, Surajit,Shankarling, Ganapati Subray
, p. 7388 - 7397 (2018/07/29)
The mildly acidic and oxidative nature of graphene oxide, with its large surface area available for catalytic activity, has been explored in aromatic nuclear bromination chemistry for the first time. The versatile catalytic activity of graphene oxide (GO) has been used to selectively and rapidly brominate anilines and phenols in water. The best results were obtained at ambient temperatures using molecular bromine in a protocol promoted by oxidative bromination catalyzed by GO; these transformations proceeded with 100% atom economy with respect to bromine and high selectivities for the tribromoanilines and -phenols. Reduced graphene oxide (r-GO) was observed to form after the second recycle (third use) of GO. This technique is also effective with N-bromosuccinimide (NBS) as the brominating reagent. In the case of NBS, reactions were instantaneous and the GO displayed excellent recyclability without any loss of activity over several cycles.
A Cu(II)-MOF capable of fixing CO2 from air and showing high capacity H2 and CO2 adsorption
Sharma, Vivekanand,De, Dinesh,Saha, Ranajit,Das, Ranjita,Chattaraj, Pratim Kumar,Bharadwaj, Parimal K.
supporting information, p. 13371 - 13374 (2017/12/26)
A porous Cu(ii)-MOF shows an adsorption of 6.6 wt% of H2 at 77 K and 62 bar and a very high 60 wt% of CO2 at 298 K and 32 bar. When air is bubbled into a suspension of the activated MOF in the presence of different epoxides at room temperature, the CO2 in air is readily converted into the corresponding cyclic carbonates.
A Strategy towards the Multigram Synthesis of Uncommon Hexaarylbenzenes
Lungerich, Dominik,Reger, David,H?lzel, Helen,Riedel, René,Martin, Max M. J. C.,Hampel, Frank,Jux, Norbert
supporting information, p. 5602 - 5605 (2016/05/09)
A novel rational synthetic pathway - the "functionalization of para-nitroaniline" (FpNA) - provides substituted hexaarylbenzenes (HABs) with uncommon symmetries that bear up to five different substituents, fully avoiding regioisomeric product distributions during the reactions. 4-Nitroaniline is functionalized by a cascade of electrophilic halogenations, Sandmeyer brominations, and Suzuki cross-coupling reactions, leading to 26 substitution geometries, of which 18 structures are not available by the current established techniques. Furthermore, we demonstrate that this method is applicable to the bulk production of such systems on a multigram scale. Regarding optoelectronic properties, we demonstrate how highly functionalized HABs can show strong luminescent behavior, making these molecules very attractive to organic electronic devices.
Green process development for the preparation of 2,6-dibromo-4-nitroaniline from 4-nitroaniline using bromide-bromate salts in an aqueous acidic medium
Pappula, Venkatanarayana,Adimurthy, Subbarayappa
, p. 90184 - 90187 (2016/10/07)
An organic solvent-free process for the preparation of 2,6-dibromo-4-nitroaniline, (an important intermediate in the synthesis of azo disperse dyes) from 4-nitroaniline using 2:1 bromide-bromate salts under an aqueous acidic medium at ambient conditions has been developed. The 2:1 bromide-bromate couple could be obtained by mixing pure NaBr/NaBrO3 salts or by adjusting the 5:1 mole ratio of NaBr/NaBrO3 (obtained in an aqueous solution as an intermediate from the bromine manufacture industry by a cold process) to 2:1 by the addition of a suitable oxidant. After completion of the reaction the product was purified by simple filtration and washing with water. The aqueous acidic filtrate was recycled up to five times without loss of purity and yield of the product. The method was extended to other aromatic substrates.
Rapid and total bromination of aromatic compounds using TsNBr2 without any catalyst
Saikia, Indranirekha,Chakraborty, Pranita,Sarma, Manas Jyoti,Goswami, Mridusmita,Phukan, Prodeep
, p. 211 - 217 (2015/10/29)
N,N-Dibromo-p-toluenesulfonamide (TsNBr2) has been found to be a new reagent for bromination of aromatic compounds. The reaction is extremely fast and goes into completion instantaneously at ambient temperature to produce exclusively the corresponding polybrominated product. This procedure is applicable to various phenols, anisole, and anilines to give corresponding polybrominated compound as a single product in excellent yield.
Polyphenylbenzene as a platform for deep-blue OLEDs: Aggregation enhanced emission and high external quantum efficiency of 3.98%
Zhan, Xuejun,Sun, Ning,Wu, Zhongbin,Tu, Jin,Yuan, Lei,Tang, Xi,Xie, Yujun,Peng, Qian,Dong, Yongqiang,Li, Qianqian,Ma, Dongge,Li, Zhen
, p. 1847 - 1854 (2015/03/18)
Great efforts have been devoted to seek novel approaches for the construction of efficient deep-blue fluorescent materials, one of the most important prerequisites for the commercialization of OLEDs. Here, we report a new way to utilize polyphenylbenzene as a platform to yield a series of efficient deep-blue emitters. Nondoped multilayer electroluminescence (EL) devices using these new luminogens as emitting layers are fabricated. Maximum current efficiency (CE) of 2.0 cd A-1 is achieved and the Commission Internationale de lclairage (CIE) coordinates can stay at (0.15, 0.08), close to the saturated deep-blue (0.14, 0.08). Through rational design of the device structure, blue-violet emission with the CIE coordinates of (0.15, 0.06) can be realized. Furthermore, 10-based doped devices show deep-blue emission with improved CE as high as 4.51 cd A-1, and the external quantum efficiency (EQE) of 3.98%, which are among the best EL performance for deep-blue emission.
Enantioposition-selective copper-catalyzed azide-alkyne cycloaddition for construction of chiral biaryl derivatives
Osako, Takao,Uozumi, Yasuhiro
supporting information, p. 5866 - 5869 (2015/01/08)
A highly enantioposition-selective copper-catalyzed azide-alkyne cycloaddition (CuAAC) of dialkynes bearing prochiral biaryls has been developed for the construction of 1,2,3-triazoles bearing axially chiral biaryl groups in up to 76% yield and up to 99% ee.
