110625-15-5Relevant academic research and scientific papers
Synthesis of quinoline-based anion receptors and preliminary anion binding studies with selected derivatives
Sun, Zhanhu,Albrecht, Markus,Pan, Fangfang,Waringo, Michel
, p. 861 - 870 (2015)
Six quinoline-based anion receptors were designed, prepared, and characterized, among which the crystal structure of an indole derivative was obtained. Selected receptors were tested for the recognition of halide anions in solution and showed some selecti
Halogen bonding between anions and iodoperfluoroorganics: Solution-phase thermodynamics and multidentate-receptor design
Sarwar, Mohammed G.,Dragisic, Bojan,Dimitrijevic, Elena,Taylor, Mark S.
supporting information, p. 2050 - 2058 (2013/03/29)
The interactions of iodoperfluoroarenes and -alkanes with anions in organic solvent were studied. The data indicates that favorable halogen-bonding interactions exist between halide anions and the monodentate model compounds C6F5I an
2-iodoxybenzenesulfonic acid as an extremely active catalyst for the selective oxidation of alcohols to aldehydes, ketones, carboxylic acids, and enones with oxone
Uyanik, Muhammet,Akakura, Matsujiro,Ishihara, Kazuaki
supporting information; experimental part, p. 251 - 262 (2009/06/28)
Electron-donating group-substituted 2-iodoxybenzoic acids (IBXs) such as5-Me-IBX (1g), 5-MeO-IBX (1h), and 4,5-Me2-IBX were superior to IBX 1a as catalysts for the oxidation of alcohols with Oxone (a trad emark of DuPont) under nonaqueous conditions, although Oxone was almost insoluble in most organic solvents. The catalytic oxidation proceeded more rapidly and cleanly in nitromethane. Furthermore, 2-iodoxybenzenesulfonic acid (IBS, 6a) was much more active than modified IBXs. Thus, we established a highly efficient and selective method for the oxidation of primary and secondary alcohols to carbonyl compounds such as aldehydes, carboxylic acids, and ketones with Oxone in nonaqueous nitromethane, acetonitrile, or ethyl acetate in the presence of 0.05-5molpercentof 6a, which was generated in situ from 2-iodobenzenesulfonic acid (7a) or its sodium salt. Cycloalkanones could be further oxidized to α,β- cycloalkenones or lactones by controlling the amounts of Oxone under the same conditions as above. When Oxone was used under nonaqueous conditions, Oxone wastes could be removed by simple filtration. Based on theoretical calculations, we considered that the relatively ionic character of the intramolecular hypervalent iodine-OSO2 bond of IBS might lower the twisting barrier of the alkoxyperiodinane intermediate 16.
Tetrafluoro-IBA and-IBX: Hypervalent iodine reagents
Richardson, Robert D.,Zayed, Jameel M.,Altermann, Sabine,Smith, Daniel,Wirth, Thomas
, p. 6529 - 6532 (2008/09/16)
Fluorine makes the difference: FIBX (see structure), the tetrafluoro derivative of the hypervalent iodine reagent, is more soluble and has higher reactivity than its nonfluorinated counterpart. An efficient synthesis of FIBX and initial reactions are presented. Some of these reactions can be conducted in standard organic solvents. Owing to the increased reactivity, new transformations and catalytic reactions may be possible. (Chemical Equation Presented).
SOME REACTIONS OF PHENYLENE- AND POLYPHENYLENE-MERCURIALS
Massey, A. G.,Al-Jabar, N. A. A.,Humphries, R. E.,Deacon, G. B.
, p. 25 - 40 (2007/10/02)
Cleavage reactions of six phenylene- and polyphenylene-mercury heterocycles with the mercuric halides and mercuric acetate in suitable refluxing solvents readily produce 1,2-C6X4(HgX)2; 2,2'-C6H4C6H4(HgX)2 and 2,2''-C6H4C6H4C6H4(HgX)2 (X = Cl, Br, I or CH3CO2).Addition of silver acetate to 2,2'-C6H4C6H4(HgBr)2 gives 2,2'-C6H4C6H4(HgO2CCH3)2 which reacts with concentrated hydrochloric acid to form 2,2'-C6H4C6H4(HgCl)2.Treatment with sodium iodide, or in some cases simply the application of heat under vacuum, causes symmetrization of these cleavage products back to the original heterocycles in high yield.The terphenylenemercury dimer, (C6H4C6H4C6H4Hg)2, forms solvates with a wide variety of donor and non-donor solvents.Pyrolysis of mercuric 2,3,4,5-tetrafluorobenzoate at 190 deg.C. yields 2-mercurio-3,4,5,6-tetrafluorobenzoate and 2,3,4,5-tetrafluorobenzoic acid; at 300 deg.C. the former gives tetrafluorophenylenemercury, (C6F4Hg)3.
