- Oxidative dehydrogenation of hydrazines and diarylamines using a polyoxomolybdate-based iron catalyst
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We report an efficient method for the oxidative dehydrogenation of hydrazines and diarylamines in aqueous ethanol using Anderson-type polyoxomolybdate-based iron(iii) as a catalyst and hydrogen peroxide as an oxidant. A series of azo compounds and tetraarylhydrazines were obtained in moderate to excellent yields. The reaction conditions and substrate scopes are complementary or superior to those of more established protocols. In addition, the catalyst shows good stability and reusability in water. The preliminary mechanistic studies suggest that a radical process is involved in the reaction.
- Huang, Lei,Qiu, Shiqin,Wei, Yongge,Xie, Jingyan,Yu, Han,Zeng, Xianghua,Zhao, Weizhe
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supporting information
p. 7677 - 7680
(2021/08/09)
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- Application of carbazole diphenylamine N-N coupled derivatives in luminescence
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The invention discloses an application of a carbazole diphenylamine N-N coupled derivative in luminescence, the structural formula of the carbazole diphenylamine N-N coupled derivative is any one of Ito III, R1, R2, R3 and R4 are the same or different, wh
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Paragraph 0029-0030
(2021/02/10)
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- Bismuth Amides Mediate Facile and Highly Selective Pn–Pn Radical-Coupling Reactions (Pn=N, P, As)
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The controlled release of well-defined radical species under mild conditions for subsequent use in selective reactions is an important and challenging task in synthetic chemistry. We show here that simple bismuth amide species [Bi(NAr2)3] readily release aminyl radicals [NAr2]. at ambient temperature in solution. These reactions yield the corresponding hydrazines, Ar2N?NAr2, as a result of highly selective N?N coupling. The exploitation of facile homolytic Bi?Pn bond cleavage for Pn?Pn bond formation was extended to higher homologues of the pnictogens (Pn=N–As): homoleptic bismuth amides mediate the highly selective dehydrocoupling of HPnR2 to give R2Pn?PnR2. Analyses by NMR and EPR spectroscopy, single-crystal X-ray diffraction, and DFT calculations reveal low Bi?N homolytic bond-dissociation energies, suggest radical coupling in the coordination sphere of bismuth, and reveal electronic and steric parameters as effective tools to control these reactions.
- Oberdorf, Kai,Hanft, Anna,Ramler, Jacqueline,Krummenacher, Ivo,Bickelhaupt, F. Matthias,Poater, Jordi,Lichtenberg, Crispin
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p. 6441 - 6445
(2021/02/01)
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- Transition-Metal-Free Dehydrogenative N–N Coupling of Secondary Amines with KI/KIO4
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A transition-metal-free method for the dehydrogenative N–N coupling of secondary amines has been accomplished. This oxidative KI/KIO4 protocol is mild and operationally simple. A diverse range of diphenylamines, carbazoles, and N-alkylanilines readily undergo N–N homo-coupling effectively. Notably, the N–N cross-coupling of two different arylamines is also demonstrated, which provides a straightforward approach to the complex N–N structures.
- Yin, Dehang,Jin, Jian
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supporting information
p. 5646 - 5649
(2019/08/21)
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- Iodine-mediated oxidative N-N coupling of secondary amines to hydrazines
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An I2-mediated N-N coupling reaction has been established for oxidative dimerization of N-aryl aminopyridines to a variety of novel hydrazine derivatives under mild conditions. This synthetic method does not require use of transition metals and
- Ren, Linning,Wang, Manman,Fang, Benyao,Yu, Wenquan,Chang, Junbiao
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p. 3446 - 3450
(2019/04/01)
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- Cu-Catalyzed Aerobic Oxidative N-N Coupling of Carbazoles and Diarylamines Including Selective Cross-Coupling
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A Cu-catalyzed method has been identified for aerobic oxidative dimerization of carbazoles and diarylamines to the corresponding N-N coupled bicarbazoles and tetraarylhydrazines. The reactions proceed under mild conditions (1 atm O2, 60-80 °C)
- Ryan, Michael C.,Martinelli, Joseph R.,Stahl, Shannon S.
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supporting information
p. 9074 - 9077
(2018/07/21)
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- Facile Cu(I)-catalyzed oxidative coupling of anilines to azo compounds and hydrazines with diaziridinone under mild conditions
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A mild and highly efficient Cu(I)-catalyzed oxidative coupling of anilines is described. Various primary and secondary anilines can be efficiently coupled under mild conditions to the corresponding azo compounds and hydrazines in high yields. This method provides a direct and practical access to these compounds and is also amenable to gram scale with no special precautions to exclude air or moisture.
- Zhu, Yingguang,Shi, Yian
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supporting information
p. 1942 - 1945
(2013/06/04)
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- Kinetics of Oxidation of Unsubstituted and Substituted Diphenylamines by Alkaline Hexacyanoferrate(III)
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Oxidation of unsubstituted and substituted diphenylamines by alkaline hexacyanoferrate(III) at constant ionic strength in aqueous methanol is first order each in and , and independent of in the range studied.The Hammet plot y
- Dasgupta, Gopa,Mahanti, Mahendra K.
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p. 958 - 959
(2007/10/02)
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