Influence of the addition of thiophenes on the catalytic activity of the rhodium binuclear complex [Rh(CO)(μ-Pz)(TPPTS)]2 during the biphasic hydroformylation of 1-hexene

Baricelli, Pablo J.; López-Linares, Francisco; Rivera, Sheyla; Melean, Luis G.; Guanipa, Victor; Rodriguez, Patrik; Rodríguez, Mariandry; Rosales, Merlín

doi:10.1016/j.molcata.2008.05.010

Cited by 6 publications

(1 citation statement)

References 32 publications

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“…The deactivation of catalyst by organosulfur compounds present in the refinery cuts is one of the main concerns in the oil industry. However, Chuang et al [29][30][31] employing supported rhodium catalyst Rh/SiO 2 and Baricelli et al [25,32] using a water-soluble rhodium complex [Rh(μ-Pz)(CO)(TPPTS)] 2 (TPPTS = tris(msulfophenyl)phosphine trisodium salt and Pz = pyrazolate) reported that presence of sulfur in the media enhances the activity during hydroformylation reactions due to the formation of rhodium-sulfide species under the catalytic reaction conditions which could be responsible for the increase of the activity towards oxygenated products.…”

Section: Introductionmentioning

confidence: 99%

Hydroformylation of Synthetic Naphtha Catalyzed by a Dinuclear gem-Dithiolato-Bridged Rhodium(I) Complex~!2009-09-28~!2009-12-18~!2010-04-23~!

Pardey

Suárez²,

Ortega³

et al. 2010

TOCATJ

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This work focuses on the use of a gem-dithiolato-bridged rhodium(I) [Rh 2 (μ-S 2 CBn 2 )(cod) 2 ] complex (cod = 1,5-cyclooctadiene, Bn 2 CS 2 2 = 1,3-diphenyl-2,2-dithiolatopropane) dissolved in toluene in the presence of monodentate phosphite P-donor ligand (P(OPh) 3 ) under carbon monoxide/hydrogen (1:1, syngas) atmosphere as an effective catalyst for hydroformylation of some olefins (oxo-reactions). The capability of this system to catalyze the hydroformylation of hex-1-ene, cyclohexene, 2,3-dimethyl-but-1-ene and 2-methyl-pent-2-ene and their quaternary mixture (synthetic naphtha) has been demonstrated. This innovative method to perform the in situ hydroformylation of the olefins present in naphthas to oxygenated products would be a promissory work for a future industrial catalytic process applicable to gasoline improving based on oxo-reactions. An important observation is that variation of CO/H 2 pressure (6.8 34.0 atm), temperature (60 80 ºC), reaction time (2 10 h), rhodium concentration ((1.0 1.8)x10-3 mol/L) affect hydroformylation reaction rates. Optimal conversion to oxygenated products were achieved under [Rh] = 1.8 x10 -2 mol/L, P(CO/H 2 ) = 34 atm (CO/H 2 = 1:1) at 80 ºC for 10 h.

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Section: Introductionmentioning

confidence: 99%

Hydroformylation of Synthetic Naphtha Catalyzed by a Dinuclear gem-Dithiolato-Bridged Rhodium(I) Complex~!2009-09-28~!2009-12-18~!2010-04-23~!

Pardey

Suárez²,

Ortega³

et al. 2010

TOCATJ

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Sulfur in Catalysis

Kalck

2017

Applied Homogeneous Catalysis With Organometallic Compounds

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Synthesis, characterization and hydroformylation activity of 7‐azaindolate‐bridged dinuclear rhodium(I)phosphines with pendant polar‐groups

Vasam

Modem

Kankala

et al. 2009

Applied Organom Chemis

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(where azi = 7-azaindolate, L = polar phosphine) were isolated from the reaction of [Rh(µ-Cl)(CO) 2 ] 2 with 7-azaindolate followed by some polar mono-and bis-phosphines (L 1 -L 8 ). A relationship between δ 31 P-NMR and ν(CO) values was considered to define the impact of polar-groups on σ -donor properties of the phosphines. These compounds were evaluated as catalyst precursors in the hydroformylation of 1-hexene and 1-dodecene both in mono-and biphasic aqueous organic systems. While the biphasic hydroformylations (water + toluene) gave exclusively the aldehydes, the monophasic one (aqueous ethanol) showed propensity to form both aldehydes and alcohols. The influence of bimetallic cooperative effects, and σ -donor and hydrophilic properties of the phosphines with pendant polar-groups in enhancing the yields and selectivity of hydroformylation products was emphasized. In addition, when strong σ -donor phosphine was used, the π -acceptor nature of pyridine ring of 7-azaindolate spacer was found to be a considerable factor in facilitating the facile cleavage of CO group during hydroformylation and in supplementing the cooperative effects. Copyright

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Influence of the addition of thiophenes on the catalytic activity of the rhodium binuclear complex [Rh(CO)(μ-Pz)(TPPTS)]2 during the biphasic hydroformylation of 1-hexene

Cited by 6 publications

References 32 publications

Hydroformylation of Synthetic Naphtha Catalyzed by a Dinuclear gem-Dithiolato-Bridged Rhodium(I) Complex~!2009-09-28~!2009-12-18~!2010-04-23~!

Hydroformylation of Synthetic Naphtha Catalyzed by a Dinuclear gem-Dithiolato-Bridged Rhodium(I) Complex~!2009-09-28~!2009-12-18~!2010-04-23~!

Sulfur in Catalysis

Synthesis, characterization and hydroformylation activity of 7‐azaindolate‐bridged dinuclear rhodium(I)phosphines with pendant polar‐groups

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