497-36-9Relevant articles and documents
A solution of borane in tetrahydrofuran. A stereoselective reducing agent for reduction of cyclic ketones to thermodynamically more stable alcohols
Cha,Moon,Park
, p. 7514 - 7515 (2001)
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276. Hydroboration and Oxymercuration of Some 1-Substituted Norborn-2-enes
Luef, Wolfgang,Voegeli, Ulrich-Christian,Keese, Reinhart
, p. 2729 - 2739 (1983)
The 1-substituted norborn-2-enes 11-13 and 18 react with electrophiles under kinetic control preferentially in 2-position.The regioselectivity in oxymercuration is higher than in hydroboration and reaction with aqueous palladium chloride.
Decomposition of endo- and exo-(2-Norbornyl)formyl m-Chlorobenzoyl Peroxides
Walling, Cheves,Humphreys, Robert R. W.,Sloan, John P.,Miller, Traci
, p. 5261 - 5263 (1981)
The subject peroxides undergo first-order decomposition in several solvents with rates increasing moderately with solvent polarity and endo/exo rates in a ratio of 1:10-100.Carboxyl inversion product, ROCOOCOAr, and other "polar" products are formed with no evidence for significant free-radical production.Products from an exo-peroxide have exclusively exo configurations, but carboxyl inversion product from endo peroxide contains small amounts of exo isomer.In acetic acid, 2-norbornyl acetate is a major product, with endo/exo ratio of 14:86 from the endo-peroxide.Optically active exo-peroxide in acetic acid gives exo-2-norbornyl acetate with 6percent net retention of configuration.The results are discussed in terms of successive ion pairs and carboxyl inversion product arising early on the reaction path and other products later.
Reduced Amino Acid Schiff Base-Iron(III) Complexes Catalyzing Oxidation of Cyclohexane with Hydrogen Peroxide
Zheng, Anna,Zhou, Qingqing,Ding, Bingjie,Li, Difan,Zhang, Tong,Hou, Zhenshan
, p. 3385 - 3395 (2021/08/23)
The reduced amino acid Schiff base ligands have been prepared and were coordinated with ferric chloride to generate the iron(III) complexes. The ligands and complexes have been characterized using FT-IR, UV-vis, elemental analysis, ICP-AES analysis, mass spectra etc. After the structural characterization, these complexes were applied for the oxidation of cyclohexane using hydrogen peroxide as the oxidant under mild conditions. The activity tests showed that the L-phenylalanine-derived reduced Schiff base iron(III) complex(Ph?FeCl) afforded the highest yield of cyclohexanol and cyclohexanone(total yield up to 23.2 %). Notably, the Ph?FeCl complex catalyzes the reaction via a heterogeneous approach, allowing the complex to be separated and recycled conveniently after the oxidation reaction. Besides, the Ph?FeCl catalyst can also be extended for the selective oxidation of other alkanes and aromatics into alcohols, ketones and phenols etc. Finally, the reaction mechanism of cyclohexane oxidation on the iron(III) complex was proposed as well by the free radical inhibitors and EPR study of active intermediates.
Homogeneous catalytic oxidation of alkenes employing mononuclear vanadium complex with hydrogen peroxide
Maurya, Abhishek
, p. 3261 - 3269 (2020/07/14)
Abstract: Homogeneous liquid-phase oxidation of alkenes (allylbenzene, cis-cyclooctene, 4-chlorostyrene, styrene, 2-norbornene, 1-methyl cyclohexene, indene, lemonine, and 1-hexene) were catalyzed by using vanadium complex [VO(hyap)(acac)2] in existence of H2O2. The complex [VO(hyap)(acac)2] was formed as a crystal by the reaction of [VO(acac)2] and 2-hydroxyacetophenone (hyap) in the presence of methanol by refluxing the reaction mixture. Various analytical and spectroscopic techniques, namely FTIR, ESI–MS, UV–Vis, single-crystal XRD, and EPR, were used to analyze and optimize the structure of the complexes. Graphic abstract: [Figure not available: see fulltext.].
