| 99% |
With [Cp*Ru(μ-Cl)3RuCl(PPh3)2]; potassium carbonate In dichloromethane; butanone Heating; |
|
| 99% |
Stage #1: cycloheptyl alcohol at 90℃; for 0.166667h;
Stage #2: With dihydrogen peroxide In lithium hydroxide monohydrate at 90℃; for 2h; |
13
Platinum black (19.5 mg, 0.100 mmol) and cycloheptanol (1.2 ml, 10 mmol) were mixed and stirred at 90 °C for 10 minutes. A 30% aqueous hydrogen peroxide solution (1.3 ml, 12 mmol) was gradually added dropwise to the mixed solution, followed by stirring at 90 °C for 2 hours, and then the reaction solution was cooled to room temperature. As a result of measurement by GLC, it was found that cycloheptanone was obtained in yield of 99%. |
| 98% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 25℃; for 3h; |
|
| 98% |
With 2,6-dimethylpyridine; 9-azabicyclo<3.3.1>nonane-N-oxyl; anhydrous sodium perchlorate In acetonitrile for 8.66h; Inert atmosphere; Electrochemical reaction; |
3.4. Preparation Electrolysis Experiments
General procedure: The preparative electrolysis experiments were conducted with in an undivided cell containing0.1 M NaClO4-CH3CN solution (15 mL), alcohol substrate (1.0 mmol), ABNO (0.1 mmol),and 2,6-lutidine (1.0 mmol) at a constant current of 10.0 mA with moderate magnetic stirring for8.5 h in the atmosphere. Two square platinum sheets were employed as the anode and cathode,respectively. The electrolytic reaction was monitored by gas chromatography (GC) on a GC-2010system (Shimadzu, Kyoto, Japan) equipped with a SH-Rtx-Was polar column and a flame ionizationdetector (FID). Both the injector and detector were maintained at 220 °C, the carrier gas is nitrogen,and the flow rate is 1.2 mL/min. The initial oven temperature of 100 °C was held for 2 min andthen ramped up at 15 °C per min to 220 °C. This final temperature was held for 8 min. After thereaction was finished, the resulting mixture was concentrated in a rotary evaporator (Heidolph,Schwabach, Germany) and purified by column chromatography on silica gel using petroleum andethyl acetate 15:1) as eluent to afford the products. The products were confirmed by GC-MS, 1H-NMR,and 13C-NMR. NMR spectroscopy was carried out on a Bruker Avance III spectrometer (Bruker,Fällanden, Switzerland). The GC-MS analysis was measured on Thermo Trace ISQ instrument (ThermoFisher Nicolet,Waltham, MA, USA) with TG 5MS capillary column.Acetophenone (colorless oil, yield 80%): |
| 98% |
With Ni(NTf2)2·xH2O; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; 9-mesityl-10-methylacridin-10-ium perchlorate In dichloromethane at 27 - 29℃; for 20h; Inert atmosphere; Irradiation; |
|
| 96% |
With tert.-butylhydroperoxide In lithium hydroxide monohydrate; acetonitrile at 80℃; |
|
| 96% |
With potassium hexafluoridophosphate; tert.-butylnitrite; 9-azabicyclo<3.3.1>nonane-N-oxyl; oxygen In lithium hydroxide monohydrate at 60℃; for 2h; Autoclave; Green chemistry; |
|
| 96% |
With double-atom catalyst FeCo-DAC In n-octane at 160℃; for 48h; Inert atmosphere; Sealed tube; |
|
| 95% |
With pyridinium chlorochromate at 20℃; for 1.66667h; |
|
| 95% |
With γ-picolinium chlorochromate; mesoporous silica In dichloromethane at 20℃; for 6h; |
|
| 94% |
With potassium permanganate; Rexyn 101 H ion exchange resin In dichloromethane for 4.3h; Heating; |
|
| 94% |
With cerium(III) bromide; dihydrogen peroxide In 1,4-dioxane; lithium hydroxide monohydrate at 20℃; |
|
| 93% |
With nickel In benzene for 2h; Heating; |
|
| 93% |
With oxygen In lithium hydroxide monohydrate at 60℃; for 12h; |
|
| 93% |
With oxygen In lithium hydroxide monohydrate at 60℃; for 12h; |
|
| 92% |
With diisopropoxyaluminium trifluoroacetate; 4-nitrobenzaldehdye In benzene for 0.25h; Ambient temperature; |
|
| 92% |
With triethylammonium fluorochromate(VI) In dichloromethane for 0.666667h; Heating; |
|
| 92% |
With trimethylammonium fluorochromate In dichloromethane for 0.766667h; Heating; |
|
| 92% |
With air; bis(salicylideniminato-3-propyl)methylamino-cobalt(III); 2,6-dimethoxy-p-quinone In toluene at 100℃; for 1h; |
|
| 92% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [CuNi(-OAc)(μ-OH)(μ-OH2)(bpy)2](ClO4)2; dihydrogen peroxide In lithium hydroxide monohydrate at 70℃; for 2h; |
2.3. Procedure for oxidation of benzylic alcohols by [CuNi(-OAc)(-OH)(-OH2)(bpy)2](ClO4)2
To a mixture of benzyl alcohol (0.5 mL, 4.64 mmol) and 15% aqueous hydrogen peroxide(1.1 mL, 4.85 mmol), the catalyst [CuNi(-OAc)(-OH)(-OH2)(bpy)2](BF4)2 (8 mg, 0.01 mmol)was added and stirred at 70 °C for 5 h. The organic and aqueous phase were separated by aseparating funnel and then puried by column chromatography to aord benzaldehyde.The identity of the benzaldehyde was ascertained by comparison with authentic sampleusing IR, 1H NMR, and 13C NMR. |
| 92% |
With 2,4,6-trimethyl-pyridine; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; iodine; Sodium hydrogenocarbonate In dichloromethane; lithium hydroxide monohydrate at 20 - 22℃; for 1h; |
1.10 Preparative synthesis of compounds 2a,b,d-al (general procedure)
General procedure: A solution of corresponding alcohol 1a,b,d-al (8 mmol), nitroxide 4a (0.085 g, 0.4 mmol) and compound 6d (0.097 g, 0.8 mmol) in CH2Cl2 (10 mL) was added to a vigorously stirred solution of NaHCO3 (2.016 g, 24 mmol) in water (10 mL) at 20 °C. Then I2 (4.06 g, 16 mmol) powder was added in one portion to the formed reaction mixture at vigorous stirring and temperature 20-22 °C. The reaction mixture was stirred at 20-22 °C for appropriate time (see Table 1 in the article). Then, a saturated solution of sodium thiosulfate was added to the stirred reaction mixture for discoloration. Organic and aqueous phases were separated and the aqueous phase was then extracted with CH2Cl2 (3×5 mL). Organic phase and the extracts were combined and washed subsequently with saturated aqueous solution of NaCl (5 mL), aqueous solutionof HCl (1%) saturated with NaCl (3 mL), and then with water (5 mL). The washed extract was dried with anhydrous Na2SO4 and evaporated to dryness to give crude product, which was then purified by vacuum distillation under argon atmosphere or by recrystallization. |
| 91% |
With manganese (VII)-oxide In Carbon tetrachloride; propan-2-one at -70℃; |
|
| 91% |
With tetrahexylammonium chloride; dihydrogen peroxide In benzene at 75℃; for 3h; |
|
| 91% |
With potassium peroxomonosulfate; (o-C6H4-CO2CH2)2CO; (ethylenedinitrilo)tetraacetic acid disodium salt; Sodium hydrogenocarbonate In acetonitrile for 3.5h; Ambient temperature; |
|
| 91% |
With NBS; <i>L</i>-proline In lithium hydroxide monohydrate at 20℃; for 1h; |
|
| 90% |
With chromium(VI) oxide; aluminum(III) oxide In hexane at 39.9℃; for 15h; |
|
| 90% |
With pyridine; trimethylphenylammonium perbromide; copper (II) bromide In methanol at 20℃; for 20h; |
|
| 90% |
With cetyltrimethylammonium bromochromate In dichloromethane for 0.5h; Heating; |
|
| 90% |
With Shvo's catalyst; C33H33CoN3O6; oxygen In acetonitrile at 75℃; for 10h; |
|
| 90% |
With Ni(NO3)2·6H2O; iodine In lithium hydroxide monohydrate at 25℃; for 0.0333333h; Sonication; |
2.2. Oxidation of alcohols under ultrasonic condition: a general procedure
General procedure: A mixture of alcohol (10 mmol), Ni(NO3)2*6H2O (2.908 g, 10 mmol), I2 (1.3 g, 10 mmol) and water (2 mL) were sonicated in a sonic bath working at 35 kHz (constant frequency) maintained at 25 °C by circulating water. After completion of the reaction (Table 5, monitored on TLC), the product was taken into diethyl ether (10 mL), the organic matter was washed with sat. NaHCO3 (2.5 mL), water (5 mL) and then dried over anhydrous Na2SO4. The organic layer was evaporated in a fume hood to get almost pure aldehyde. The crude was then subjected to silica gel column chromatography to get the pure product. All the products were characterized by IR, GC-mass spectral analysis; and the physical properties were compared with the properties of authentic samples. |
| 90% |
With oxygen; sodium hydroxide In lithium hydroxide monohydrate at 90℃; for 12h; |
|
| 89% |
With 4-methoxy-1-oxo-2,2,6,6-tetramethylpiperidinium chloride In dichloromethane for 0.5h; Ambient temperature; |
|
| 88% |
With chromium(VI) oxide; copper(II) sulphate; <i>tert</i>-butyl alcohol for 0.133333h; |
|
| 87% |
With sodium bromite In glacial acetic acid for 5h; Ambient temperature; |
|
| 87% |
With mesoporous silica; cobalt(II) nitrate for 0.216667h; microwave irradiation; |
|
| 86% |
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane In acetonitrile at 20℃; for 0.583333h; |
|
| 85% |
With NaBrO3; phosphoric acid monosodium salt; iron(III) chloride In lithium hydroxide monohydrate; acetonitrile at 25℃; for 4h; |
|
| 85.5% |
With tert.-butylhydroperoxide; C48H45Cu4N16O14; potassium carbonate In lithium hydroxide monohydrate at 80℃; for 4h; Microwave irradiation; |
|
| 85% |
With 2-azaadamantane N-oxyl; sodium hypochlorite pentahydrate; Sodium hydrogenocarbonate; potassium bromide In lithium hydroxide monohydrate for 0.5h; Milling; |
General procedure for the oxidation of secondary alcohols11a-19a (procedure B)
General procedure: NaOCl·5H2O (247 mg 1.5 mmol), NaHCO3 (185 mg, 2.2 mmol), and KBr (3.6mg, 0.03 mmol, 3 mol %) were placed in an Ertalyte jar (15 mL, 41.2 g) equippedwith six zirconia balls (5 mm ). The jar was ball-milled at 1800 rpm for 1 min.Following this initial grinding period, secondary alcohol 11a-19a (1.0 mmol),and 2-aza-adamantane-N-oxyl (AZADO, 1.6 mg, 0.01 mmol, 1 mol %), wereadded and the reaction mixture was milled at 30 Hz for further 30 minutes. Theprogress of the reaction was monitored by TLC (heptane/AcOEt 9:1, v/v) andGC-MS analysis of an aliquot of the crude. The milling was stopped, Na2SO3(189 mg, 1.5 mmol) added to the jar. Then, milling was continued at 30 Hz forfurther 3 minutes. AcOEt (2 × 1.5 mL) was added into the jar and the crude wastransferred to a round-bottomed flask together with silica gel (350 mg). Thecombined organic layers were concentrated in vacuo. The resulting residue waspurified through a short column on silica gel with ethyl acetate/hexane 1:9 (v/v)as the eluent to yield the target ketones 11b-19b |
| 84% |
With boron trifluoride diethyl ether complex for 0.75h; further feagents, further catalysts; |
|
| 84% |
With boron trifluoride diethyl ether complex for 0.75h; further oxidating agents; |
|
| 84% |
With oxygen In lithium hydroxide monohydrate at 100℃; for 1h; Flow reactor; Green chemistry; |
|
| 84% |
With C27H42ClN2PRu; Cs2CO3 In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 48h; Inert atmosphere; Glovebox; Sealed tube; |
|
| 84% |
With sodium chlorine monoxide; Sodium hydrogenocarbonate; potassium bromide In dichloromethane; lithium hydroxide monohydrate at 0℃; for 0.166667h; Schlenk technique; |
|
| 84% |
With pyridine; trichloroisocyanuric acid In dichloromethane; lithium hydroxide monohydrate; acetonitrile at 0℃; for 1h; |
General procedure: A solution of the secondary alcohol = (2 mmol) inacetonitrile (5 mL), water (14 mmol) and acetone (7 mmol)or pyridine (1 mmol) - see Table - was added to a suspensionof TCCA (0.67 mmol) in CH2Cl2 (5 mL) at 0 oC (bath).After 0.5-2 h, the clear solution was decanted from the whitesolid adhered to the flask wall, diluted with CH2Cl2 (5-10mL) and washed with water (3 x 10 mL). The organic phasewas dried over anhyd. Na2SO4 and the solvent evaporated.The crude oil obtained was then purified by filtration througha SiO2/Al2O3 column (CH2Cl2 as eluent). Evaporation of thesolvent gave pure ketones <=. |
| 83% |
With manganese(III) tris(acetylacetonate); acetonitrile In Carbon tetrachloride at 200℃; for 3h; |
|
| 82% |
With 2,2,6,6-tetramethyl-1-piperidinyloxy free radical; dimethylsulfane; oxygen In chlorobenzene at 90℃; |
|
| 82% |
With dihydrogen peroxide In acetonitrile at 20℃; for 4h; Irradiation; |
|
| 81% |
With potassium permanganate supported on montmorillonite K10 In dichloromethane at 20℃; for 10h; |
|
| 81% |
With air; potassium carbonate In lithium hydroxide monohydrate at 26.84℃; for 24h; |
|
| 81% |
With sodium trifluoro-methanesulfinate In acetonitrile at 25℃; for 12h; Irradiation; Sealed tube; |
|
| 80% |
With HMTAB; mesoporous silica In lithium hydroxide monohydrate at 20℃; for 0.166667h; |
|
| 80% |
With C16H12Cl2N2O3RuS; N-Methylmorpholine N-oxide In dichloromethane at 4℃; for 1h; Molecular sieve; Reflux; |
General procedure: A solution of complex 1 (0.01mmol) in CH2Cl2 (25mL) was added to the mixture containing PhCH2OH (1mmol), NMO (3mmol) and molecular sieves. The reaction mixture was refluxed and conversion of PhCH2OH to PhCHO was monitored taking the reaction mixture at 10min time interval. The solvent of the reaction mixture was evaporated under reduced pressure. The residue was then extracted with diethyl ether, concentrated to ≈1mL. Conversions were determined by GC instrument equipped with a flame ionization detector (FID) using a HP-5 column of 30m length, 0.53mm diameter and 5.00μm film thickness. The column, injector and detector temperatures were 200, 250 and 250°C respectively. The carrier gas was N2 (UHP grade) at a flow rate of 30mL/min. The injection volume of sample was 2μL. The oxidation products were identified by GC co-injection with authentic samples. No significant conversion was observed after 50min. All other alcohols were oxidized by refluxing the reaction mixture for 1h and conversions were monitored following the identical protocol. |
| 80% |
With oxygen; hydroquinone In tetrahydrofuran; aq. phosphate buffer at 20℃; for 20h; Green chemistry; |
2.8. General procedure for the aerobic oxidation of alcohols
General procedure: A 25 mL round-bottomed flask equipped with a magnetic stirrerwas charged with alcohol (1 mmol), Pd-Laccase(at)MCF (0.2 g,0.27 mmol Pd), hydroquinone (HQ, 0.27 mmol) and NaPBS/THF(5 mL, 4/1 v/v). The reaction mixture was stirred under the O2 (balloon balloon)or in an open-air round-bottom flask at room temperature forthe time specified (Scheme 2). After completion of the reaction(monitored by TLC), the catalyst was separated using filtrationand washed with CH2Cl2 and the product was extracted with CH2-Cl2 (2 x 5 mL). The oganic phase was dried over anhydrousMgSO4. After evaporation of the solvent under reduced pressure,the crude product was purified by recrystallization from ethanolor chromatography on silica gel (n-hexane-EtOAc = 3:1). |
| 80% |
With cholesterol oxidase from Streptomyces hygrospinosus In aq. phosphate buffer at 30℃; for 24h; Enzymatic reaction; |
|
| 79% |
With aluminum(III) oxide; quinolinium fluorochromate In hexane for 5h; Ambient temperature; |
|
| 79% |
With C17H16Cl2N3O2RuS; N-Methylmorpholine N-oxide In dichloromethane for 3h; Reflux; |
|
| 79% |
With IBS; potassium peroxomonosulfate; N-hexadecyl-N,N,N-trimethylammonium bromide In lithium hydroxide monohydrate at 100℃; for 24h; Green chemistry; chemoselective reaction; |
|
| 78% |
With quinolinium fluorochromate In dichloromethane for 7.5h; Heating; |
|
| 78.7% |
With C77H60Cl2N4O4PRu2; N-Methylmorpholine N-oxide In dichloromethane for 8h; Reflux; |
|
| 77% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In tetrahydrofuran at 60℃; for 0.5h; |
|
| 76% |
With 2-azaadamantane-N-oxyl; oxygen In aq. acetate buffer at 20℃; for 12h; Green chemistry; Enzymatic reaction; chemoselective reaction; |
|
| 75% |
With [Cp*Ir(6,6'-dihydroxy-2,2'-bipyridine)(H2O)](OTf)2 In lithium hydroxide monohydrate for 20h; Inert atmosphere; Reflux; |
|
| 75% |
With ruthenium(III) trichloride hydrate; oxygen; C25H44NO2PS In 1,2-dichloro-ethane at 60℃; for 60h; |
|
| 74% |
With 4-iodyl-9-phenylacridine In chlorobenzene at 20℃; for 13h; Irradiation; |
|
| 73% |
With imidazolium fluorochromate In acetonitrile at 20℃; for 6h; |
|
| 70% |
Stage #1: cycloheptyl alcohol With bis(trichloromethyl) carbonate; 4-(2-(2-(methylsulfinyl)ethyl)-4-nitrophenyl)morpholine In dichloromethane at -15℃; for 1h; Inert atmosphere;
Stage #2: With triethylamine In dichloromethane at -15℃; Inert atmosphere; |
Typical procedure for the oxidation of alcohols
General procedure: A solution of BTC (0.41 g, 1.39 mmol) in dry CH2Cl2 (5 mL) was cooled in an ice-salt bath under an atmosphere of N2. A solution of I (1.24 g, 4.17 mmol) in dry CH2Cl2 (5 mL) was added dropwise for 0.5 h, at -15 °C. Stirring was continued for 0.5 h, and a solution of benzyl alcohol (0.3 g, 2.78 mmol) in dry CH2Cl2 (5 mL) was added dropwise for 0.5 h, at-15 °C. After stirring for 0.5 h, Et3N (0.84 g, 8.34 mmol) was added slowly while the temperature should be controlled below -15 °C. When the reaction was completed, 10% HCl solution in water was added dropwise until the pH of the reaction solution reached 2 under ice bath. The mixture was extracted with n-hexane or petroleum ether (10 mL x 2),decanted. The product was acquired after organic layer was concentrated and purified by flash chromatography (SiO2; n-hexane). (0.27 g, 92%). The water layer was used for the recovery of V and the excess I. |
| 69% |
With dihydrogen peroxide; tungstic acid; 1-octyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide In lithium hydroxide monohydrate at 90℃; for 1h; Green chemistry; |
Optimized cyclohexanol oxidation with Aliquat 336
General procedure: Cyclohexanol (1.04 mL, 10 mmol, 1 equiv.), tungstic acid(58.9 mg, 0.24 mmol, 2.4 mol%), Aliquat 336 (275 mg, 0.68 mmol,6.8 mol%) and 30% hydrogen peroxide (2.04 mL, 20 mmol, 2 equiv.)were introduced into a glass tube. The mixture was stirred at90 C for 30 min. Then, the organic phase was extracted withethyl acetate (3×2 mL) and cyclohexane (2×2 mL). The combinedorganic phases were dried with MgSO4 and analysed bygas chromatography (GC). The same procedure was used from theother substrates: cyclopentanol (0.91 mL, 10 mmol, 1 equiv.), cycloheptanol(1.20 mL, 10 mmol, 1 equiv.) and cyclooctanol (1.32 mL,10 mmol, 1 equiv.). |
| 67% |
With 1H-imidazole; sodium (meta)periodate In lithium hydroxide monohydrate; acetonitrile at 20℃; for 2h; |
|
| 64% |
With caesium fluoroxysulphate In acetonitrile at 30 - 35℃; for 1h; |
|
| 59% |
With ferric(III) chloride; 1,1,1,3',3',3'-hexafluoro-propanol; oxygen; HNO3 at 20℃; for 23h; |
|
| 56% |
With pyridine-2-carbaldehyde; (2-aminomethylpyridine); iron(II) bis(trifluoromethanesulfonate) bis(acetonitrile); dihydrogen peroxide In acetonitrile at 25℃; for 1.5h; |
|
| 55% |
With tert.-butylhydroperoxide; sodium chloride; sodium hydroxide In lithium hydroxide monohydrate at 70℃; Sealed tube; Green chemistry; |
|
| 54% |
With ruthenium(III) trichloride hydrate; C13H19N4(1+)*Br(1-) In toluene at 115℃; for 24h; Schlenk technique; Inert atmosphere; |
4.3. General procedure for dehydrogenation of alcohol
General procedure: RuCl3nH2O (0.5 mol %), HMTA-Bz (1 mol %), alcohol (0.25 ml)and dry toluene (1.0 ml) were placed in a Schlenk tube. The reactionmixture was stirred under open condition to nitrogen andrefluxed for 24 h. After completion of the reaction all toluene wereevaporated under vacuo, the oxidized products were isolated fromcrude mixture with the help of column chromatography using hexane/EtOAc as eluent. The formation of products was confirmed bycomparing the 1H NMR data with literature reports. |
| 52% |
With dihydrogen peroxide In benzene at 70℃; for 3h; |
|
| 50% |
In 1,2-dichloro-ethane |
3 EXAMPLE 3
EXAMPLE 3 50 mg. of the cobalt nitro complex of Example 1 (0.101 mmol) and 58 mg. (0.157 mmol) of molybdenum dioxide (dimethyl dithiodicarbamate) were dissolved together with 12 mg. (0.105 mmol) of cycloheptanol in 10 ml. of 1,2-dichloroethane, with deaeration by a stream of argon. The solution was stirred under argon atmosphere at 75° C. After 70 minutes, formation of cycloheptanone in about 50% yield and cobalt (saloph) nitrosyl complex were detected. Cyclohexanol can be oxidized to cyclohexanone by essentially this same procedure. |
| 42% |
With C19H21CoINO; potassium-t-butoxide In propan-2-one at 80℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; |
|
| 7% |
With (Bu4N)4W10O32; sulfuric acid; oxygen In lithium hydroxide monohydrate at 25℃; for 0.0833333h; Irradiation; |
|
|
at 350 - 395℃; bei der Dehydrierung an einem Eisen-Zink-Katalysator; |
|
|
at 350 - 395℃; bei der Dehydrierung an einem Kupfer-Zink-Katalysator; |
|
|
With chromic acid |
|
|
With pyridine; hypochlorous acid tert-butyl ester In dichloromethane for 1h; Yield given; |
|
|
In lithium hydroxide monohydrate at 30℃; for 120h; culture medium containing Corynebacterium equi IFO 3730; Yield given; |
|
|
With dihydrogen peroxide at 70℃; for 3h; Yield given; |
|
| 20 % Chromat. |
With molecular sieve; tetrabutylammonium (meta)periodate In dichloromethane for 3h; Ambient temperature; |
|
|
With calcium hypochlorite In dichloromethane for 3h; Ambient temperature; other solvents; var. secondary alcohols; new triphasic solid-solid-liquid catalytic system for oxidation; |
|
|
In lithium hydroxide monohydrate at 25℃; for 2h; correlation of the reaction rate with 13C NMR; |
|
|
With nicotinamide adenine dinucleotide In various solvent(s) at 25℃; pH 9; |
|
|
With ditellurato cuprate(III) at 31.9℃; in alkaline medium; |
|
|
With cerium(IV) perchlorate; lithium hydroxide monohydrate In perchloric acid; lithium hydroxide monohydrate at 49.9℃; |
|
|
With barium permanganate; hydroxide In lithium hydroxide monohydrate at 34.9℃; various temperatures, different reagent concentrations; |
|
|
With 4TeO6)2>(3-); hydroxide at 26.9℃; ΔE(excit.), ΔG(excit.), ΔH(excit.), ΔS(excit.); |
|
|
With potassium hydroxide; Cu(OH)2(H4TeO6); tellurate at 9.4℃; other temperatures and concentrations, catalysis by OsO4; |
|
|
With potassium bromate; sodium hydroxide; ruthenium tetroxide In lithium hydroxide monohydrate at 35℃; |
|
|
With sulfuric acid; mercury (II) acetate; 1,2-benzisothiazol-3(2H)-one 1,1-dioxide In lithium hydroxide monohydrate; glacial acetic acid at 45℃; var. concn. of substrate, saccharin, sulphuric acid; |
|
|
With N-chlorosaccharine; sulfuric acid In lithium hydroxide monohydrate; glacial acetic acid at 44.9℃; effect of N-chlorosaccharin concentration; effect of cycloalkanol concentration; effect of acid concentration; effect of solvent composition; ΔE, ΔH(act.), ΔS(act.), ΔG(act.); |
|
|
With potassium bromate; perchloric acid; mercury (II) acetate In lithium hydroxide monohydrate at 35℃; for 24h; effect of ionic strenght, Hg(OAc)2 conc., added acetic acid, ΔE(excit.), ΔS(excit.), ΔG(excit.); |
|
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