952-08-9Relevant academic research and scientific papers
Activation of Electron-Deficient Quinones through Hydrogen-Bond-Donor-Coupled Electron Transfer
Turek, Amanda K.,Hardee, David J.,Ullman, Andrew M.,Nocera, Daniel G.,Jacobsen, Eric N.
supporting information, p. 539 - 544 (2016/02/27)
Quinones are important organic oxidants in a variety of synthetic and biological contexts, and they are susceptible to activation towards electron transfer through hydrogen bonding. Whereas this effect of hydrogen bond donors (HBDs) has been observed for Lewis basic, weakly oxidizing quinones, comparable activation is not readily achieved when more reactive and synthetically useful electron-deficient quinones are used. We have successfully employed HBD-coupled electron transfer as a strategy to activate electron-deficient quinones. A systematic investigation of HBDs has led to the discovery that certain dicationic HBDs have an exceptionally large effect on the rate and thermodynamics of electron transfer. We further demonstrate that these HBDs can be used as catalysts in a quinone-mediated model synthetic transformation.
Copper-catalyzed synthesis of 2-imidazolines and their N-hydroxyethyl derivatives under various conditions
Zhang, Jin,Wang, Xiao,Yang, Meipan,Wan, Kerou,Yin, Bing,Wang, Yunxia,Li, Jianli,Shi, Zhen
experimental part, p. 1578 - 1582 (2011/04/26)
A rapid and efficient method for the synthesis of 2-imidazolines and their N-hydroxyethyl derivatives from the reaction of aromatic nitriles with ethylenediamine (EDA) or N-(2-aminoethyl)ethanolamine (AEEA) using cupric indole-3-acetate (Cu(II)-(IAA)2) as a reusable catalyst under reflux and microwave conditions is reported. And seven new N-hydroxyethyl-imidazolines were reported for the first time.
Efficient and one-pot catalytic synthesis of 2-imidazolines and bis-imidazolines with p-toluenesulfonic acid under solvent free conditions
Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Mehrizi, Safie
experimental part, p. 249 - 254 (2011/05/07)
A practical, efficient, and inexpensive method for the synthesis of 2-imidazoline from the reaction of nitriles with ethylenediamine or 1,2-propanediamine using p-toluenesulfonic acid or pyridinium p-toluenesulfonate under reflux conditions is reported. This catalyst can be successfully applied for the chemoselective conversion of dicyanobenzenes to corresponding mono- and bis-imidazolines. The applications of these catalysts are feasible because of easy preparation, easy handling, stability, inexpensive, good activity, and eco-friendly.
Efficient catalytic synthesis of 2-imidazolines and bis-imidazolines with silica supported tungstosilicic acid
Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Moghadam, Majid,Akhlaghia, Parisa
experimental part, p. 97 - 109 (2010/08/04)
A rapid and efficient preparation of 2-imidazolines and bis-imidazolines by the reaction of ethylenediamine or 1,2-propanediamine with nitriles in the presence of catalytic amounts of tungstosilicic acid supported on SiO 2 under reflux condition, is reported. The advantages of this procedure are moderate reaction times, good to high yields and the ability to carry out the large scale reactions. ARKAT USA, Inc.
Rapid and efficient synthesis of imidazolines and bisimidazolines under microwave and ultrasonic irradiation
Moghadam, Majid,Mohammadpoor-Baltork, Iraj,Mirkhani, Valiollah,Tangestaninejad, Shahram,Abdollahi-Alibeik, Mohammad,Yousefi, Behrooz H.,Kargar, Hadi
, p. 579 - 583 (2008/02/03)
Small assemblies of 2-imidazolines and bisimidazolines from appropriate nitriles and ethylenediamine with catalytic amounts of P2S 5 employing a microwave assisted protocol were prepared. Sonication of this system also led to successful synthesis of 2-imidazolines and bisimidazolines. Another advantage of these systems is the ability to carry out large scale reactions. Springer-Verlag 2007.
Rapid and efficient synthesis of 2-imidazolines and bis-imidazolines under ultrasonic irradiation
Mirkhani, Valiollah,Moghadam, Majid,Tangestaninejad, Shahram,Kargar, Hadi
, p. 2129 - 2132 (2007/10/03)
Rapid and efficient preparation of 2-imidazolines and bis-imidazolines by reaction of ethylenediamine with nitriles in the presence of catalytic amounts of sulfur under ultrasonic irradiation is reported. The advantages of this system are short reaction times, high yields and the ability to carry out large scale reactions.
Branched non-covalent complexes between carboxylic acids and two tris(amidines)
Kraft, Arno
, p. 705 - 714 (2007/10/03)
Carboxylic acids and two tris(amidine) bases formed branched 3:1 complexes with high solubility in chlorinated and aromatic solvents, particularly when aromatic carboxylic acids with suitable solubilising substituents were used. Whereas N,N′-diethylamidine complexes 10 proved to be difficult to isolate, the respective imidazoline complexes 14 were easily purified by crystallisation. Association constants were determined for model bis(imidazoline) complexes to be about 103 dm3 mol-1 in the competitive solvent mixture CDCl3-CD3OD (97:3).
