17851-49-9

Upstream product

• 4066-82-4 1-phenyl-hexane-1,6-diol 
• 79-15-2 N-bromoacetamide 
• 73504-72-0 phenyl(tetrahydro-2H-pyran-2-yl)methanone 
• 4066-91-5 5-(2-phenyl-[1,3]dioxolan-2-yl)-pentan-1-ol 
• 124878-48-4 2,3,4,5-tetrahydro-7-phenyloxepin 
• 263565-59-9 5,5-bis(phenylthio)pentyl benzoate 
• 502-44-3 hexahydro-2H-oxepin-2-one 
• 827-52-1 1-phenyl-1-cyclohexane 
• 67818-20-6 Grignard reagent of 5-chloro-pentanol pyrannyl ether 
• 100-52-7 benzaldehyde 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 108-86-1 bromobenzene 
• 591-51-5 phenyllithium 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 20608-52-0 ω-(4-Brom-benzolsulfonyloxy)-caprophenon 
• 4066-82-4 1-phenyl-hexane-1,6-diol 
• 121029-82-1 2-phenylhexahydrooxepine 
• 87258-30-8 6-oxo-6-phenylhexanal 
• 98078-11-6 6-hydroxyhexanophenone tosylhydrazone 
• 79922-24-0 3-phenyl-1-oxa-2-aza-2-cyclooctene 
• 79922-23-9 3-phenyl-5,6,7,8-tetrahydro-4H-1,2-oxazocine 
• 771-98-2 1-Phenylcyclohexene 
• 98078-15-0 6-phenylhex-5-en-1-ol 
• 103187-14-0 1,6-diacetoxyhexylbenzene 
• 82777-11-5 6-bromo-1-phenyl-1-hexanone 
• 1026732-62-6 ethyl (E)-8-oxo-8-phenyloct-2-enoate 
• 32346-66-0 (±)-2-hydroxycyclopentyl(phenyl)methanone 
• 32346-66-0 (2-hydroxy-cyclopentyl)-phenyl-methanone 

Relevant academic research and scientific papers

Iron(III) Nitrate/TEMPO-Catalyzed Aerobic Alcohol Oxidation: Distinguishing between Serial versus Integrated Redox Cooperativity

Aerobic alcohol oxidations catalyzed by transition metal salts and aminoxyls are prominent examples of cooperative catalysis. Cu/aminoxyl catalysts have been studied previously and feature "integrated cooperativity", in which CuII and the aminoxyl participate together to mediate alcohol oxidation. Here we investigate a complementary Fe/aminoxyl catalyst system and provide evidence for "serial cooperativity", involving a redox cascade wherein the alcohol is oxidized by an in situ-generated oxoammonium species, which is directly detected in the catalytic reaction mixture by cyclic step chronoamperometry. The mechanistic difference between the Cu- and Fe-based catalysts arises from the use iron(III) nitrate, which initiates a NOx-based redox cycle for oxidation of aminoxyl/hydroxylamine to oxoammonium. The different mechanisms for the Cu- and Fe-based catalyst systems are manifested in different alcohol oxidation chemoselectivity and functional group compatibility.

Iron-catalyzed chemoselective hydride transfer reactions

A Diaminocyclopentadienone iron tricarbonyl complex has been applied in chemoselective hydrogen transfer reductions. This bifunctional iron complex demonstrated a broad applicability in mild conditions in various reactions, such as reduction of aldehydes over ketones, reductive alkylation of various functionalized amines with functionalized aldehydes and reduction of α,β-unsaturated ketones into the corresponding saturated ketones. A broad range of functionalized substrates has been isolated in excellent yields with this practical procedure.

Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation

The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.

Polymerizable C70 derivatives with acrylate functionality for efficient and stable solar cells

Fullerene-based organic solar cells are generally suffering from severe microstructure evolution occurring in their bulk heterojunction active layers and thus are extremely stable. To address it, four polymerizable C70 fullerene derivatives, [6

Cyclopentane Formation from Flexible Precursors Using Samarium(II) Reagents

Three efficient methods for five-membered ring carbocycle synthesis have been developed from simple starting materials using samarium(II) reagents. A Reformatsky aldol reaction proceeded efficiently with samarium(II) iodide using lithium bromide as an additive. A new intramolecular alkylation of a samarium enolate was realized with a pendant sulfonate ester leaving group. Pinacol cyclization of a simple diketone was also demonstrated giving a diol product in high stereoselectivity. A promising lead result has been established demonstrating enantioselectivity in a chiral ligand controlled Reformatsky aldol reaction.

Conjugated copper(II) porphyrin polymer and N-hydroxyphthalimide as effective catalysts for selective oxidation of cyclohexylbenzene

A nanomaterial catalyst of azo-bridged Cu(II) porphyrin polymer (CuII-APP) was synthesized and characterized by scanning electron microscopy, transmission electron microscopy and N2adsorption measurement. CuII-APP had a nanoporous structure, with the particle size of about 30?nm. Owing to the special structure, CuII-APP acted as an efficient heterogeneous catalyst for selective oxidation of cyclohexylbenzene into cyclohexylbenzene-1-hydroperoxide. When N-hydroxyphthalimide was used as co-catalyst, this binary catalyst system showed an obvious synergic effect. After being recovered and reused, CuII-APP and NHPI still had high catalytic activities.

Development of an azanoradamantane-type nitroxyl radical catalyst for class-selective oxidation of alcohols

The development of 1,5-dimethyl-9-azanoradamantane N-oxyl (DMN-AZADO; 1,5-dimethyl-Nor-AZADO, 2) as an efficient catalyst for the selective oxidation of primary alcohols in the presence of secondary alcohols is described. The compact and rigid structure of the azanoradamantane nucleus confers potent catalytic ability to DMN-AZADO (2). A variety of hindered primary alcohols such as neopentyl primary alcohols were efficiently oxidized by DMN-AZADO (2) to the corresponding aldehydes, whereas secondary alcohols remained intact. DMN-AZADO (2) also has high catalytic efficiency for one-pot oxidation from primary alcohols to the corresponding carboxylic acids in the presence of secondary alcohols and for oxidative lactonization from diols.

Chemoselective oxidation by electronically tuned nitroxyl radical catalysts

Electronic tuning: Nitroxyl radical 1 is shown to be an efficient catalyst for the oxidation of secondary alcohols, and promotes oxidation through an oxoammonium species which is highly reactive because of the adjacent electron-withdrawing ester groups. Chemoselective oxidation of benzylic alcohols in the presence of aliphatic alcohols is observed and is proposed to proceed by a rate-determining hydride transfer. Copyright

OXIDATION OF CYCLOHEXYLBENZENE

In a process for oxidizing cyclohexylbenzene, a composition comprising cyclohexylbenzene is contacted with oxygen in at least one oxidation zone under oxidation conditions sufficient to produce at least some (i) cyclohexylbenzene hydroperoxide; (ii) a first byproduct; and (iii) a second byproduct in an effluent. A ratio β is determined according to the following formula: (I) wherein A is the amount of the first byproduct in the effluent and B is the amount of the second byproduct in the effluent. The ratio β is then maintained above a threshold value or adjusted above a threshold value.

Enantioselective synthesis of 2,6-cis-disubstituted tetrahydropyrans via a tandem catalytic asymmetric hydrogenation/oxa-Michael cyclization: An efficient approach to (-)-centrolobine

A highly efficient one-pot process via a tandem reaction of catalytic asymmetric hydrogenation and oxa-Michael cyclization for the synthesis of 2,6-cis-disubstituted tetrahydropyrans has been developed (ee up to 99.9%, cis/trans-selectivity up to 99:1). T