Selective oxidation of 1,2-diols by electrochemical method using organotin compound and bromide ion as mediators

Maki, Toshihide; Fukae, Kazuhiro; Harasawa, Hitomi; Ohishi, Takahiro; Matsumura, Yoshihiro; Onomura, Osamu

doi:10.1016/s0040-4039(97)10709-2

Cited by 27 publications

(8 citation statements)

References 7 publications

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“…1777.71 1000 (T/K) 0.79267 (4) Deviations between experimental and calculated values are presented in Tables 1 to 3. The predictions made by the Goodman method are quite satisfactory, with deviations ranging from (-7 to 2) % for trans-1,2-cyclohexanediol and from (-20 to 4) % in the case of the cis-isomer.…”

Section: Resultsmentioning

confidence: 99%

“…The isomers of 1,2-cyclohexanediol are used in the preparation of many high-value compounds, ranging from keto alcohols to polymers. [4][5][6][7][8][9] In addition, optically active 1,2-diols play an important role as chiral auxiliaries in the syntheses of enantiomerically pure compounds, 10 an increasingly attractive research field for the development of modern drugs and agrochemicals. [11][12][13] The molar heat capacity is a fundamental thermodynamic property.…”

Section: Introductionmentioning

confidence: 99%

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Molar Heat Capacity of 1,2-Cyclohexanediol Isomers From (173 to 428) K

Maria

Eusébio

2008

J. Chem. Eng. Data

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Heat capacities of cis-1,2-cyclohexanediol and trans-1,2-cyclohexanediol enantiomers have been determined in the solid state in the temperature range T) (173 to 368) K for the cis-isomer and T) (173 to 373) K in the case of the trans-isomer and in the liquid state at temperatures up to 428 K. Measurements were carried out by differential scanning calorimetry using the enthalpic method. For the cis-isomer, the results show that, before the liquid state is reached, a highly disordered phase is formed. The trans-enantiomers show only a one-step fusion process. The values obtained for the solids are quite well predicted by Goodman's power law group contribution method, except for the lower temperatures. The Rûžička method was tested for the prediction of liquid state heat capacity values giving results (15 to 20) % lower than the experimental values.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Molar Heat Capacity of 1,2-Cyclohexanediol Isomers From (173 to 428) K

Maria

Eusébio

2008

J. Chem. Eng. Data

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“…Unfortunately, some of the methods developed suffer drawbacks, such as relatively low yields and side reactions associated with CC bond cleavage 9. In this regard, our group has selectively oxidized 1,2‐diols using both chemical11 and electrochemical11a,12 methods with Me 2 SnCl 2 and CuCl 2 catalysts in organic solvents. The current clean synthesis paradigm prefers the use of aqueous media.…”

Section: Methodsmentioning

confidence: 99%

Anodic Nanotubular/porous Hematite Photoanode for Solar Water Splitting: Substantial Effect of Iron Substrate Purity

et al. 2014

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Anodization of iron substrates is one of the most simple and effective ways to fabricate nanotubular (and porous) structures that could be directly used as a photoanode for solar water splitting. Up to now, all studies in this field focused on achieving a better geometry of the hematite nanostructures for a higher efficiency. The present study, however, highlights that the purity of the iron substrate used for any anodic-hematite-formation approach is extremely important in view of the water-splitting performance. Herein, anodic self-organized oxide morphologies (nanotubular and nanoporous) are grown on different iron substrates under a range of anodization conditions, including elevated temperatures and anodization supported by ultrasonication. Substrate purity has not only a significant effect on oxide-layer growth rate and tube morphology, but also gives rise to a ninefold increase in the photoelectrochemical water-splitting performance (0.250 vs. 0.028 mA cm−2 at 1.40 V vs. reversible hydrogen electrode under AM 1.5 100 mW cm−2 illumination) for 99.99 % versus 99.5 % purity iron substrates of similar oxide geometry. Elemental analysis and model alloys show that particularly manganese impurities have a strong detrimental effect on the water-splitting performance.

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“…The oxidation of 32 proceeded more efficiently than that of aminoalcohol 24 to afford (R)-28 with improved yield and good enantioselectivity after passing through 2.5 F/mol 14 of electricity (entry 1). Also, the oxidation of several aminoaldehydes (33-35) proceeded to afford (R)-29-31 with improved yields and good enantioselectivities (entries [2][3][4].…”

Section: Oxidative Kinetic Resolution Of Racemic Aminoalcohols and Ammentioning

confidence: 99%

Asymmetric electrochemical oxidation of 1,2-diols, aminoalcohols, and aminoaldehydes in the presence of chiral copper catalyst

et al. 2008

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Selective oxidation of 1,2-diols by electrochemical method using organotin compound and bromide ion as mediators

Cited by 27 publications

References 7 publications

Molar Heat Capacity of 1,2-Cyclohexanediol Isomers From (173 to 428) K

Molar Heat Capacity of 1,2-Cyclohexanediol Isomers From (173 to 428) K

Anodic Nanotubular/porous Hematite Photoanode for Solar Water Splitting: Substantial Effect of Iron Substrate Purity

Asymmetric electrochemical oxidation of 1,2-diols, aminoalcohols, and aminoaldehydes in the presence of chiral copper catalyst

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