3524-62-7Relevant articles and documents
Vanadium Aminophenolate Complexes and Their Catalytic Activity in Aerobic and H2O2-Mediated Oxidation Reactions
Elkurtehi, Ali I.,Walsh, Andrew G.,Dawe, Louise N.,Kerton, Francesca M.
, p. 3123 - 3130 (2016/07/14)
Vanadium compounds supported by tetradentate amino-bis(phenolate) ligands, [VO(OMe)(O2NOBuMeMeth)] (1), [VO(OMe)(ON2OBuMe)] (2), [VO(OMe)(O2NNBuBuPy)] (3), and [VO(OMe)(O2NOBuBuFurf)] (4) [where (O2NOBuMeMeth) = MeOCH2CH2N(CH2ArOH)2, Ar = 3,5-C6H2-Me, tBu; (ON2OBuMe) = HOArCH2NMeCH2CH2NMeCH2ArOH, Ar = 3,5-C6H2-Me, tBu; (O2NNBuBuPy) = C5H4NCH2N(CH2ArOH)2, Ar = 3,5-C6H2-tBu2; (O2NOBuBuFurf) = C4H3OCH2N(CH2ArOH)2, Ar = 3,5-C6H2-tBu2] were synthesized and characterized by NMR spectroscopy, MALDI-TOF mass spectrometry and UV/Vis data. The catalytic activity of 1–4 as homogeneous catalysts in the aerobic oxidation of 4-methoxybenzyl alcohol and 1,2-diphenyl-2-methoxyethanol was explored. 1 and 2 showed moderately superior activity compared with 3 and 4, which might be due to increased stability of these complexes. 1–4 showed limited reactivity in H2O2-mediated oxidation of diphenyl ether and benzyl phenyl ether.
Transition-Metal-Free α-Arylation of Enolizable Aryl Ketones and Mechanistic Evidence for a Radical Process
Pichette Drapeau, Martin,Fabre, Indira,Grimaud, Laurence,Ciofini, Ilaria,Ollevier, Thierry,Taillefer, Marc
supporting information, p. 10587 - 10591 (2015/09/02)
The α-arylation of enolizable aryl ketones can be carried out with aryl halides under transition-metal-free conditions using KOtBu in DMF. The α-aryl ketones thus obtained can be used for step- and cost-economic syntheses of fused heterocycles and Tamoxifen. Mechanistic studies demonstrate the synergetic role of base and solvent for the initiation of the radical process.
Oxidation of alcohols and activated alkanes with lewis acid-activated tempo
Nguyen, Thuy-Ai D.,Wright, Ashley M.,Page, Joshua S.,Wu, Guang,Hayton, Trevor W.
, p. 11377 - 11387 (2015/02/19)
The reactivity of MCl3(η1O) (M = Fe, 1; Al, 2; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) with a variety of alcohols, including 3,4-dimethoxybenzyl alcohol, 1-phenyl-2-phenoxyethanol, and 1,2-diphenyl-2-methoxyethanol, was investigated using NMR spectroscopy and mass spectrometry. Complex 1 was effective in cleanly converting these substrates to the corresponding aldehyde or ketone. Complex 2 was also able to oxidize these substrates; however, in a few instances the products of overoxidation were also observed. Oxidation of activated alkanes, such as xanthene, by 1 or 2 suggests that the reactions proceed via an initial 1-electron concerted proton-electron transfer (CPET) event. Finally, reaction of TEMPO with FeBr3 in Et2O results in the formation of a mixture of FeBr3(η1OH) (23) and [FeBr2(η1OH)]2(μ-O) (24), via oxidation of the solvent, Et2O.