4312-99-6Relevant articles and documents
A novel iron(iii)-based heterogeneous catalyst for aqueous oxidation of alcohols using molecular oxygen
Sahu, Debojeet,Silva, Ana Rosa,Das, Pankaj
, p. 78553 - 78560 (2015)
A novel silica supported iron(iii)-based heterogeneous catalyst (FeCl3-imine@SiO2) has been synthesized and characterized by several techniques, such as FTIR, nitrogen adsorption analysis (BET), SEM-EDX, XRD, EPR, AAS and XPS analyses. The catalyst showed excellent activity for selective oxidation of alcohols to corresponding carbonyl compounds in water under atmospheric pressure of oxygen without using any additive. Notably, the heterogeneous catalyst showed remarkable improvement over its homogeneous counterpart, which might be attributable to the synergic effect between the metal and the supported ligand. The catalyst could be easily recovered by simple filtration and reused several times without compromising its activity. A wide range of primary and secondary alcohols including heterocyclic alcohols are tolerated as substrates.
Correlation of 1-octen-3-one with antixenotic resistance in subterranean clover cotyledons to red-legged earth mite, halotydeus destructor (acarina: penthaleidae)
Jiang,Ghisalberti,Ridsdill-Smith
, p. 369 - 382 (1996)
Artificially damaged cotyledons of subterranean clover (Trifolium subterraneum L.) released several volatile metabolites, including 1-octen-3-one, arising from lipid peroxidation. The amount of 1-octen-3-one produced was negatively correlated with feeding damage caused by the red-legged earth mite (Halotydeus destructor) in nine out of 10 resistant and susceptible T. subterraneum varieties tested. The EC50 of this compound in deterring mites from feeding in a membrane bioassay was 50 ppm. Cotyledon toughness was also involved in resistance. The resistant variety, S3615D, which has the lowest toughness value among the resistant varieties, produced the highest amount of 1-octen-3-one recovered from the headspace in 1 hr. Artificially damaged cotyledons of both susceptible Dalkeith and resistant DGI007, growing in shade, showed lower toughness, but had enhanced production of C8 volatile compounds and were avoided by mites during a 3-hr feeding test. When both 1-octen-3-one content and cotyledon toughness value were taken as cofactors in resistance, the resultant multiplication value yielded a more significantly negative correlation with mite feeding damage scores within the 10 varieties than either factor alone. We conclude that 1-octen-3-one has a role in resistance of subclover cotyledon to the mite.
Activation of nitrous oxide and selective oxidation of alcohols and alkylarenes catalyzed by the [PV2MO10O40]5- polyoxometalate ion
Ben-Daniel, Revital,Neumann, Ronny
, p. 92 - 95 (2003)
A vanadium-substituted polyoxomolybdate ion ([PV2Mo10O40]5-, top right) can activate nitrous oxide to promote the highly selective catalytic oxidation of primary and secondary alcohols to aldehydes and ketones, and the oxidation of various alkylaromatic substrates (see scheme).
Palladium-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted: O-carboranes containing α,β-unsaturated carbonyls
Li, Jiaoyi,Lu, Jian,Tian, Song,Wang, Qian,Zhang, Chuyi,Zhang, Jianwei,Zhou, Ling
, p. 4723 - 4727 (2020/07/13)
With the help of a carboxylic acid directing group, Pd-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted o-carboranes containing α,β-unsaturated carbonyls has been reported. The-COOH, removed during the course of the reaction, is responsible for controlling the regioselectivity. The desired products could be obtained in moderate to good yields.
Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones
Zeng, Weijun,Tan, Xuefeng,Yu, Yang,Chen, Gen-Qiang,Zhang, Xumu
supporting information, p. 858 - 862 (2020/01/31)
A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor.
Gold nanoparticles onto cerium oxycarbonate as highly efficient catalyst for aerobic allyl alcohol oxidation
Oberhauser, Werner,Evangelisti, Claudio,Marelli, Marcello,Santo, Vladimiro Dal,Cepek, Cinzia,Bellini, Marco
, (2020/03/30)
Au nanoparticles, generated by the metal vapor synthesis technique, were supported onto cerium oxycarbonate monohydrate (Ce2O(CO3)2·H2O) giving Au@Ce2O(CO3)2·H2O. The obtained heterogeneous catalyst was used in the aerobic allyl alcohol oxidation reaction performed in toluene, showing a notably higher catalytic substrate conversion and isomerization activity compared to Au onto ceria, which is the reference catalyst for this type of catalysis. Results originating from catalytic recycling experiments and PXRD, HRTEM and XPS measurements carried out on recovered Au@Ce2O(CO3)2·H2O, confirmed the stability of the catalyst under aerobic oxidation reaction conditions and hence its recyclability, without the need of a regeneration step.
Solvent-free, microwave assisted oxidation of alcohols with 4-hydroxypyridinium chlorochromate functionalized silica gel
AHMADI, Sayed Ali,GHALEHBANDI, Shermineh Sadat,GHAZANFARI, Dadkhoda,SHEIKHHOSSEINI, Enayatollah
, p. 283 - 289 (2020/10/06)
4-Hydroxypyridinium chlorochromate functionalized silica gel was found to be an efficient and reusable oxidant for the very fast oxidation of primary and secondary alcohols to the corresponding carbonyl compounds under solventfree conditions and microwave irradiation in excellent yields.
Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses
Stephan, Marvin,Panther, Jesco,Wilbert, Fabio,Ozog, Pauline,Müller, Thomas J. J.
supporting information, p. 2086 - 2092 (2020/03/23)
3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.
Manganese-Catalyzed Ring-Opening Coupling Reactions of Cyclopropanols with Enones
Zhang, Yong-Hui,Zhang, Wen-Wei,Zhang, Ze-Yu,Zhao, Kai,Loh, Teck-Peng
, p. 5101 - 5105 (2019/07/03)
A manganese-catalyzed ring-opening coupling reaction of cyclopropanols with enones for the facile and efficient preparation of 1,6-diketones is described. A wide array of synthetically important 1,6-diketones bearing manifold functional groups are obtained with up to 93% yield. These reactions feature broad substrate scopes, environmentally benign conditions, inexpensive catalyst, and operational simplicity.
Highly Selective and Catalytic Oxygenations of C?H and C=C Bonds by a Mononuclear Nonheme High-Spin Iron(III)-Alkylperoxo Species
Ghosh, Ivy,Banerjee, Sridhar,Paul, Satadal,Corona, Teresa,Paine, Tapan Kanti
, p. 12534 - 12539 (2019/08/07)
The reactivity of a mononuclear high-spin iron(III)-alkylperoxo intermediate [FeIII(t-BuLUrea)(OOCm)(OH2)]2+(2), generated from [FeII(t-BuLUrea)(H2O)(OTf)](OTf) (1) [t-BuLUrea=1,1′-(((pyridin-2-ylmethyl)azanediyl)bis(ethane-2,1-diyl))bis(3-(tert-butyl)urea), OTf=trifluoromethanesulfonate] with cumyl hydroperoxide (CmOOH), toward the C?H and C=C bonds of hydrocarbons is reported. 2 oxygenates the strong C?H bonds of aliphatic substrates with high chemo- and stereoselectivity in the presence of 2,6-lutidine. While 2 itself is a sluggish oxidant, 2,6-lutidine assists the heterolytic O?O bond cleavage of the metal-bound alkylperoxo, giving rise to a reactive metal-based oxidant. The roles of the urea groups on the supporting ligand, and of the base, in directing the selective and catalytic oxygenation of hydrocarbon substrates by 2 are discussed.
