35583-19-8Relevant academic research and scientific papers
Preparation of N,N'-aryl-disubstituted-1,2-diphenyl-1,2-diaminoethanes using palladium-catalyzed aromatic amino coupling
Cabanal-Duvillard, Isabelle,Mangeney, Pierre
, p. 3877 - 3880 (1999)
A convenient and efficient method for the preparation of several N,N'- aryl-disubstituted-1,2-diphenyl-1,2-diaminoethanes is described using palladium-catalyzed amino coupling of arylbromides.
A Metal-Free Approach to 1,2-Diamines via Visible Light-Driven Reductive Coupling of Imines with Perylene as a Photoredox Catalyst
Okamoto, Shusuke,Ariki, Risako,Tsujioka, Hiroki,Sudo, Atsushi
, p. 9731 - 9736 (2017/09/23)
A simple, metal-free, and versatile approach to 1,2-diamines has been developed based on reductive coupling reactions of various imines, where perylene, an aromatic hydrocarbon, was used as a photoredox catalyst under visible light irradiation using a white light-emitting diode. The use of 1 mol % perylene enabled almost complete conversion of the imines, leading to the formation of their corresponding 1,2-diamines, which were isolated in good yields. The ratios between dl and meso diamines ranged from 31:69 to 82:18 depending on the substituents of the imines.
A Highly Stereoselective Metal-Free Hydrogenation of Diimines for the Synthesis of Cis -Vicinal Diamines
Zhu, Xiaxia,Du, Haifeng
, p. 3106 - 3109 (2015/06/30)
A highly stereoselective metal-free hydrogenation of vicinal diimines has been successfully realized for the first time using 5-10 mol % of Piers borane as a catalyst under mild conditions, and a variety of cis-1,2-diamines were obtained in 92-99% yields.
A samarium "soluble" anode: A new source of SmI2 reagent for electrosynthetic application
Sahloul, Kamar,Sun, Linhao,Requet, Alexandre,Chahine, Youhana,Mellah, Mohamed
supporting information, p. 11205 - 11209 (2013/01/14)
An electrochemical method to prepare solutions of samarium diiodide in THF is reported. The simple electrolysis of a samarium rod provides a rapid and straightforward in situ synthesis of SmI2. The electrogenerated complex catalyzes various C-C bond formations. The reagent is produced continuously (see scheme) and leads to efficient organic electrosynthesis with significantly smaller amounts of solvent than usually required. Copyright
Diastereospecific coupling of imines by low-valent titanium: An experimental and Computational study
Kumar, Akshai,Samuelson, Ashoka G.
supporting information; experimental part, p. 951 - 959 (2011/04/15)
The reaction of phenylsilane (PhSiH3) and titanium(IV) isopropoxide [Ti(OiPr)4] generates low-valent titanium alkoxides that reduce and reductively couple imines. The C-C coupling reaction is diastereospecific, with exclusive formati
Homocoupling of aldimines mediated by zirconocene: Synthesis of vicinal diamines and imidazolidines
Soueidan, Mohamad,Hélion, Florence,Namy, Jean-Louis,Szymoniak, Jan
scheme or table, p. 1348 - 1350 (2011/04/15)
The reductive coupling of imines in the presence of the lanthanide-originated zirconocene equivalent allows the synthesis of vicinal diamines or imidazolidines under mild conditions in good yields with high diastereoselectivity.
A new Yb3+-catalyzed pinacol and imine-coupling reaction
Aspinall, Helen C.,Greeves, Nicholas,Hin, Shane Lo Fan
experimental part, p. 1558 - 1561 (2010/06/13)
Ytterbium triflate, Yb(OTf)3, catalyzes the intermolecular reductive homocouplings of imines, aldehydes, and ketones at loadings of 5 mol % in the presence of Mg and Me3SiCl to give isolated yields of up to 95%. Diastereoselectivity of up to 4/96 (dl/meso) is achieved for aromatic aldehydes, up to 100% dl for aliphatic aldehydes, and 100% dl for an intramolecular imine coupling.
McMurry coupling of aryl aldehydes and imino pinacol coupling mediated by Ti(O-i-Pr)4/Me3SiCl/Mg reagent
Okamoto, Sentaro,He, Jing-Qian,Ohno, Chihaya,Oh-iwa, Yuhji,Kawaguchi, Yuhki
experimental part, p. 387 - 390 (2010/03/03)
Ti(O-i-Pr)4/Me3SiCl/Mg reagent mediated McMurry coupling of aryl aldehydes to biaryl olefins at near room temperature. This low valent titanium (LVT) reagent also mediated the coupling of aldimines to 1,2-diamines (imino pinacol coupling).
Catalytic reactions of titanium alkoxides with Grignard reagents and imines: A mechanistic study
Kumar, Akshai,Samuelson, Ashoka G.
experimental part, p. 1830 - 1837 (2011/04/25)
The reactivity of Grignard reagents towards imines in the presence of catalytic and stoichiometric amounts of titanium alkoxides is reported. Alkylation, reduction, and coupling of imines take place. Whereas reductive coupling is the major reaction in sto
Reactivity of the nickel(0)-CO2-imine system: New pathway to vicinal diamines
Graet, Alexandre,Sinault, Laura,Fusaro, Maxime B.,Vallet, Anne-Laure,Seu, Candace,Kilgore, James L.,Baum, Marc M.
scheme or table, p. 1997 - 2000 (2010/06/18)
Nickela-2-oxazolidinones, formed by oxidative coupling of imines and CO2 with Ni0, react with LiCl under mild conditions (4 °C, 1 atm) to afford vicinal diamines in up to 89% yield. The reaction is the first organometallic example of
