Oxidative reactions by a palladium–alkyl nitrite system

Uchiumi, Shin-ichiro; Ataka, Kikuo; Matsuzaki, Tokuo

doi:10.1016/s0022-328x(98)01064-x

Cited by 123 publications

(77 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Methanol was purchased from Baker (purity > 99.5%, 0.01% of water) and Pd(OAc) 2 , Ag(TsO), NEt 3 , PPh 3 and p-toluenesulfonic acid were purchased from Aldrich Chemicals. NEt 3 2 ] complexes were prepared according to the methods reported in the literature [24][25][26][27].…”

Section: Methodsmentioning

confidence: 99%

“…All the samples were dissolved in deuterated methanol used also as internal reference for the assignment of the chemical shifts. 2 was dissolved in 2 ml of MeOH or EtOH, previously saturated with CO at r.t. The solution was kept under 2 atm of CO for 5-10 min and then poured into 20 ml of cold water under vigorous stirring.…”

Section: General Proceduresmentioning

confidence: 99%

“…Pd(II)-carboalkoxy complexes are involved as key intermediates in several catalytic carbonylation reactions, such for example the oxidative carbonylation of alkanols to carbonates and oxalates, or of olefins and alkyns to diesters or unsaturated esters [1][2][3], the double carbonylation of organic halides [4,5], the carbonylation of olefins to polyketones [6,7]. They have been proposed as key intermediates also in the hydroesterification of an olefin to monoesters [8][9][10][11].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

New carboalkoxybis(triphenylphosphine)palladium(II) cationic complexes: Synthesis, characterization, reactivity and role in the catalytic hydrocarboalkoxylation of ethene. X-ray structure of trans-[Pd(COOMe)(TsO)(PPh3)2]·2CHCl3

Amadio¹,

Cavinato²,

Dolmella³

et al. 2009

Journal of Molecular Catalysis A: Chemical

View full text Add to dashboard Cite

a b s t r a c tThe cationic complexes trans- [Pd(COOR) (R = n-Pr, iso-Pr, n-Bu, iso-Bu, sec-Bu). They have been characterised by IR, 1 H NMR and 31 P NMR spectroscopies. The X-ray investigation of trans-[Pd(COOMe)(TsO)(PPh 3 ) 2 ] reveals that the palladium center is surrounded in a virtually square planar environment realized by two PPh 3 trans to each other, the carbon atom of the carbomethoxy ligand and an oxygen atom of the p-toluensulfonate anion, with two crystallization molecules of CHCl 3 . The Pd-O-S angle, 151.9 (3)• , is very wide, probably due to the interaction of one CHCl 3 molecule with the complex inner core. The carbomethoxy derivatives react with R OH yielding the corresponding R carboalkoxy derivative (R = Et, n-Pr and iso-Pr); ethene does not insert into the Pd-COOMe bond; decarbomethoxylation occurs when treated with TsOH/H 2 O in MeOH at 50• C. All the carboalkoxy are precursors for the catalytic carboalkoxylation of ethene if used in combination of PPh 3 and TsOH, better in the presence of some water. Experimental evidences are more in favor of the so-called "hydride" mechanism rather than the "carbomethoxy" mechanism.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: General Proceduresmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

New carboalkoxybis(triphenylphosphine)palladium(II) cationic complexes: Synthesis, characterization, reactivity and role in the catalytic hydrocarboalkoxylation of ethene. X-ray structure of trans-[Pd(COOMe)(TsO)(PPh3)2]·2CHCl3

Amadio¹,

Cavinato²,

Dolmella³

et al. 2009

Journal of Molecular Catalysis A: Chemical

View full text Add to dashboard Cite

show abstract

“…Compared with NaY zeolite, SiO 2 , activated alumina and activated carbon, α-Al 2 O 3 was demonstrated to be the most suitable carrier to obtain high-activity Pd-based catalysts for CO oxidative coupling to DMO. [30] However, Pd-based catalysts supported on other supports with high activity for CO oxidative coupling to DMO are rather limited. Therefore, it is quite essential to investigate the support effect and develop new Pd-based catalysts with high performance for CO oxidative coupling to DMO.…”

Section: Support Effectmentioning

confidence: 99%

New Catalysts for Coal to Ethylene Glycol

Wang

Peng

et al. 2017

Chin. J. Chem.

View full text Add to dashboard Cite

Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences has achieved the industrialization of the first generation catalysts for coal to ethylene glycol for the first time in 2009. However, there are still lots of aspects to be improved, such as high noble metal loading and toxic Cr in catalyst of ester hydrogenation. To improve the catalysts, we have done systematic deep research about the nanostructures of catalysts, and revealed facet effect, size effect, synergistic effect, support effect, and so on. A series of catalysts preparation technologies have been developed to achieve the efficient utilization of noble metals. The Pd loadings of dehydrogenation catalyst and CO oxidative coupling catalyst have been dropped from 2.5% to 0.9% and 2.0% to 0.13%, respectively, while the catalytic performances are enhanced greatly. The toxic Cu-Cr in ester hydrogenation catalyst has been upgraded to green Cu-Si. The new catalysts for coal to ethylene glycol with advancement have been successfully developed with independent intellectual property rights.

show abstract

“…The technology of CO coupling reaction to produce dimethyl carbonate (DMC) and/or DMO via intermediate of alkyl nitrite was initially developed by Ube Corporation [6], however, Pujing reduced the cost of carbonylation catalyst to a large extent by further investigation of the coupling mechanism [7,8] and, importantly developed a kind of environmental-friendly hydrogenation catalyst, Cu-Si catalyst [9], rather than Cu-Cr catalyst.…”

Section: Introductionmentioning

confidence: 99%

Syn-gas-based mono ethylene glycol synthesis in Pujing Chemical

Luo¹,

Ji²,

Mao³

et al. 2012

Appl Petrochem Res

View full text Add to dashboard Cite

Mono ethylene glycol (MEG) is a kind of important fundamental chemical, mainly used in polyester synthesis. Traditional MEG production is based on petroleum resources. This study reports about a new kind of MEG technology to synthesize CO and hydrogen, developed by Pujing Chemical. Laboratorial researches were performed well by developing both carbonylation catalyst and hydrogenation catalyst. Later, a 300 t/a hydrogenation pilot plant was employed to verify the hydrogenation catalyst, and another 1000 t/a pilot plant was set up to validate the whole flow process, catalysts and purification technology in Anhui Province, China.

show abstract

Oxidative reactions by a palladium–alkyl nitrite system

Cited by 123 publications

References 26 publications

New carboalkoxybis(triphenylphosphine)palladium(II) cationic complexes: Synthesis, characterization, reactivity and role in the catalytic hydrocarboalkoxylation of ethene. X-ray structure of trans-[Pd(COOMe)(TsO)(PPh3)2]·2CHCl3

New carboalkoxybis(triphenylphosphine)palladium(II) cationic complexes: Synthesis, characterization, reactivity and role in the catalytic hydrocarboalkoxylation of ethene. X-ray structure of trans-[Pd(COOMe)(TsO)(PPh3)2]·2CHCl3

New Catalysts for Coal to Ethylene Glycol

Syn-gas-based mono ethylene glycol synthesis in Pujing Chemical

Contact Info

Product

Resources

About