118759-60-7Relevant articles and documents
An improved iron-catalyzed epoxidation of aromatic and aliphatic olefins with hydrogen peroxide as oxidant
Bitterlich, Bianca,Schroeder, Kristin,Tse, Man Kin,Beller, Matthias
, p. 4867 - 4870 (2008)
A convenient and practical method for the iron-catalyzed epoxidation of aromatic and aliphatic olefins is described. The iron catalyst system is generated in situ from iron trichloride hexahydrate, pyridine-2,6-dicarboxylic acid (H2pydic), and benzylamines. By variation of the benzylamine ligand, a variety of aliphatic and aromatic olefins were oxidized in high yield (up to 96%) and good-to-excellent selectivity in the presence of hydrogen peroxide as the terminal oxidant. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
One-pot synthesis of cycloalkane derivatives using allyl phenyl sulfone and epoxymesylate
Miyaoka, Hiroaki,Shigemoto, Tatsuya,Shinohara, Ikuo,Suzuki, Atsushi,Yamada, Yasuji
, p. 8077 - 8081 (2000)
One-pot synthesis of cycloalkane derivatives using an anion of allyl phenyl sulfone and epoxymesylate is presented. (C) 2000 Elsevier Science Ltd.
New heptacoordinate tungsten(II) complexes with α-diimine ligands in the catalytic oxidation of multifunctional olefins
Vasconcellos-Dias, Maria,Nunes, Carla D.,Félix, Vítor,Brand?o, Paula,Calhorda, Maria José
, (2021/02/26)
New tungsten(II) and molybdenum(II) heptacoordinate complexes [MX2(CO)3(LY)] (MXLy: M = W, Mo; X = Br, I; LY = C5H4NCY = N(CH2)2CH3 with Y = H (L1), Me (L2), Ph (L3)) were synthesized and characterized by spectroscopic techniques and elemental analysis. The two tungsten complexes WXL1 (X = Br, I) were also structurally characterized by single crystal X-ray diffraction. The metal coordination environment is in both a distorted capped octahedron. The complexes with L1 and L2 ligands were grafted in MCM-41, after functionalization of the ligands with a Si(OEt)3 group. The new materials were characterized by elemental analysis, N2 adsorption isotherms, 29Si MAS and 13C MAS NMR. The tungsten(II) complexes and materials were the first examples of this type reported. All complexes and materials were tested as homogeneous and heterogeneous catalysts in the oxidation of multifunctional olefins (cis-hex-3-en-1-ol, trans-hex-3-en-1-ol, geraniol, S-limonene, and 1-octene), with tert-butyl hydroperoxide (TBHP) as oxidant. The molybdenum(II) catalyst precursors are in general very active, reaching 99% conversion and 100% selectivity in the epoxidation of trans-hex-3-en-1-ol. Their performance is comparable with that of the [Mo(η3-C3H5)X(CO)2(LY)] complexes, but it increases with immobilization. On the other hand, most of the W(II) complexes display an activity similar or inferior to that of the Mo(II) analogues and it decreases after they are supported in MCM-41. DFT calculations show that tungsten complexes and iodide ligands are more easily oxidized from M(II) to M(VI) than molybdenum ones, while the energies of relevant species in the catalytic cycle are very similar for all complexes, making the theoretical rationalization of experimental catalytic data difficult.
Borinic Acid-Catalyzed, Regioselective Ring Opening of 3,4-Epoxy Alcohols
Wang, Grace,Garrett, Graham E.,Taylor, Mark S.
supporting information, p. 5375 - 5379 (2018/09/13)
Diarylborinic acids (Ar2BOH) catalyze the C3-selective ring opening of 3,4-epoxy alcohols with aniline, dialkylamine and arenethiol nucleophiles. The regiochemical outcome is consistent with a catalytic tethering mechanism in which the borinic acid interacts with both the electrophile and the nucleophile. The rate acceleration resulting from this induced intramolecularity effect is sufficient to overcome steric biases that would otherwise favor C4-selective opening of the substituted epoxy alcohols.
