Linear carboxylic acid esters from .alpha.-olefins. I. Catalysis by homogeneous platinum complexes

Knifton, John F.

doi:10.1021/jo00867a010

Cited by 112 publications

(19 citation statements)

References 7 publications

(9 reference statements)

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“…A strong acid as a promoter is an essential part of the catalytic system, which is in line with the generally accepted Pd-hydride mechanism of olefin carbonylation [38][39][40]. Weak acids such as CCl 3 COOH and HCOOH make the catalyst ineffective (entries 5 and 6).…”

Section: Discussionsupporting

confidence: 56%

Palladium catalysed hydroxycarbonylation of 1-phenylethanol in molten salt media

Лапидус

Елисеев

Bondarenko

et al. 2006

Journal of Molecular Catalysis A: Chemical

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Section: Discussionsupporting

confidence: 56%

Palladium catalysed hydroxycarbonylation of 1-phenylethanol in molten salt media

Лапидус

Елисеев

Bondarenko

et al. 2006

Journal of Molecular Catalysis A: Chemical

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“…The Pd-hydride species forms from the precursor and a hydrogen source [21][22][23], while the Pd-carboalkoxy species forms by interaction of a Pd-carbonyl species with the alkanol [23][24][25]. We found that hydrogen, water, and TsOH, which can act as Pd-hydride source, have a promoting effect on the catalytic system, while p-benzoquinone, that may favour the formation of the Pd-carbometoxy species, has an inhibiting effect.…”

Section: Introductionmentioning

confidence: 81%

Effect of a hydride source (water, hydrogen, p -toluenesulfonic acid) on the hydroesterification of ethylene to methyl propionate using a Pd(PPh 3 ) 2 (TsO) 2 (TsO = p -toluenesulfonate anion) catalyst precursor

Vavasori¹,

Cavinato

Toniolo³

2001

Journal of Molecular Catalysis A: Chemical

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Hydroesterification of ethylene to methyl propionate has been studied using the catalyst precursor Pd(PPh 3 ) 2 (TsO) 2 , which is active in presence of PPh 3 and TsOH (TOF = 5700 h −1 at 120 • C, 40 atm (CO/C 2 H 4 = 1/1), Pd/PPh 3 /TsOH = 1/8/10, [Pd] = 2 × 10 −3 mol l −1 , solvent methanol, H 2 O = 800 ppm). In this paper we study the promoting effect of a hydride source, molecular hydrogen, water and p-toluenesulfonic acid (TsOH) and the inhibiting effect of p-benzoquinone. On the basis of experimental evidences, of the two possible initial steps of the catalytic cycle, the insertion of the olefin into a Pd-H species or into a Pd-OCH 3 species, it is suggested that the first plays a more important role.

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“…It has been reported that the hydrocarboxylation reaction catalyzed by PdCl 2 (PPh 3 ) 2 and SnCl 2 ⅐ 2H 2 O selectively goes to the pendant double bonds at a lower reaction temperature. 18,31,32 Such selectivity occurs because of the nonreactivity of the backbone double bonds. 18 Consequently, the synthesized cPBDs should possess only one type of carboxylic acid at the terminal atoms of the pendant double bonds.…”

Section: Selectivity Of the Hydrocarboxylation Reactionmentioning

confidence: 99%

Synthesis and characterization of high molecular weight carboxylated polybutadiene

Gong

Wool

Friend

et al. 1999

J. Polym. Sci. A Polym. Chem.

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High molecular weight carboxylated polybutadienes (cPBDs) with number‐average molecular weight (Mn) from 98,000 to 200,000 and carboxylic acid (COOH) contents of 0.5–10 mol % were successfully synthesized through hydrocarboxylation of polybutadienes (PBDs) at temperatures of 140–150°C using PdCl2(PPh3)2 and SnCl2 · 2H2O catalysts. At low extents of hydrocarboxylation (COOH < 6 mol %), glass transition temperatures (Tg's) of the resulting cPBDs did not change considerably (<10°C). Significant chain scission and crosslinking was not detected during the chemical modification process. Characterization of the microstructures of cPBDs by FTIR, 13C‐NMR, and Raman spectroscopy showed that the carboxylic groups were incorporated on the pendant (1,2) PBD double bonds as well as the backbone (1,4) double bonds, indicating the hydrocarboxylation reaction did not solely occur at the terminal carbons of the pendant double bonds. © 1999 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 37: 3129–3138, 1999

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Linear carboxylic acid esters from .alpha.-olefins. I. Catalysis by homogeneous platinum complexes

Cited by 112 publications

References 7 publications

Palladium catalysed hydroxycarbonylation of 1-phenylethanol in molten salt media

Palladium catalysed hydroxycarbonylation of 1-phenylethanol in molten salt media

Effect of a hydride source (water, hydrogen, p -toluenesulfonic acid) on the hydroesterification of ethylene to methyl propionate using a Pd(PPh 3 ) 2 (TsO) 2 (TsO = p -toluenesulfonate anion) catalyst precursor

Synthesis and characterization of high molecular weight carboxylated polybutadiene

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