Hydroformylation Catalyzed by Ruthenium Complexes

Kalck, Philippe; Pérès, Yolande; Jenck, Jean

doi:10.1016/s0065-3055(08)60479-7

Cited by 57 publications

(41 citation statements)

References 36 publications

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“…[7] Under the same conditions, [Ru 3 (CO) 12 ] proved inactive, an effect that has been observed previously. [64] Even when [Ru 3 (CO) 12 ] and two equivalents of phosphine were combined in situ, only a very slow reaction results at 301 K, due to the slow initial substitution of CO by PPh 3 . When 6-PPh 3 and 8-PPh 3 were used as the precursors in C 6 D 6 with styrene as the substrate, both cluster-and fragmentbased dihydride products were detected, but at ten times lower hydride signal intensities than when 1-PPh 3 was employed.…”

Section: Role Of 2-pph 3 and 3-pph 3 In The Hydrogenation Of Diphenylmentioning

confidence: 99%

Catalytic Hydrogenation by Triruthenium Clusters: A Mechanistic Study with Parahydrogen‐Induced Polarization

Blazina

Duckett

Dyson

et al. 2003

Chemistry A European J

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The reactivity of the cluster family [Ru(3)(CO)(12-x)(L)(x)] (in which L=PMe(3), PMe(2)Ph, PPh(3) and PCy(3), x=1-3) towards hydrogen is described. When x=2, three isomers of [Ru(3)(H)(mu-H)(CO)(9)(L)(2)] are formed, which differ in the arrangement of their equatorial phosphines. Kinetic studies reveal the presence of intra- and inter-isomer exchange processes with activation parameters and solvent effects indicating the involvement of ruthenium-ruthenium bond heterolysis and CO loss, respectively. When x=3, reaction with H(2) proceeds to form identical products to those found with x=2, while when x=1 a single isomer of [Ru(3)(H)(mu-H)(CO)(10)(L)] is formed. Species [Ru(3)(H)(mu-H)(CO)(9)(L)(2)] have been shown to play a kinetically significant role in the hydrogenation of an alkyne substrate through initial CO loss, with rates of H(2) transfer being explicitly determined for each isomer. A less significant secondary reaction involving loss of L yields a detectable product that contains both a pendant vinyl unit and a bridging hydride ligand. Competing pathways that involve fragmentation to form [Ru(H)(2)(CO)(2)(L)(alkyne)] are also observed and shown to be favoured by nonpolar solvents. Kinetic data reveal that catalysis based on [Ru(3)(CO)(10)(PPh(3))(2)] is the most efficient although [Ru(3)(H)(mu-H)(CO)(9)(PMe(3))(2)] corresponds to the most active of the detected intermediates.

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Section: Role Of 2-pph 3 and 3-pph 3 In The Hydrogenation Of Diphenylmentioning

confidence: 99%

Catalytic Hydrogenation by Triruthenium Clusters: A Mechanistic Study with Parahydrogen‐Induced Polarization

Blazina

Duckett

Dyson

et al. 2003

Chemistry A European J

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“…Since its discovery by O. Roelen in 1938, [1][2][3] the hydroformylation reaction has 112 become a useful tool for the synthesis of aldehydes, representing one of the most important 113 chemical manufacturing processes today with capacity amounting to more than 9 million tons 114 of hydroformylated products worldwide per year [4,5]. 115 In addition to industrial aspect, the hydroformylation of olefins is an attractive 116 synthetic transformation; the reaction introduces the synthetically useful aldehyde function, 117…”

mentioning

confidence: 99%

Rh catalyzed multicomponent tandem and one-pot reactions under hydroformylation conditions

Bondžić

2015

Journal of Molecular Catalysis A: Chemical

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“…[22] Importantly, hydroformylation is catalyzed by the rhodium species and not ruthenium, which is known to be an active hydroformylation catalyst. [23] The control experiment (entry 6) in the absence of rhodium reveals that no significant oxo products are obtained under the reaction conditions.…”

Section: Resultsmentioning

confidence: 97%

Dual Catalytic Systems for Consecutive Isomerization-Hydroformylation Reactions

Beller¹,

Zimmermann²,

Geissler³

1999

Chem. Eur. J.

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A concept for the homogeneous hydroformylation of internal olefins to linear aldehydes is presented. The internal olefin is isomerized to its terminal isomer by one catalyst prior to hydroformylation by a second transition metal catalyst. The terminal olefins obtained by isomerization react preferentially to give linear aldehydes. The viability of the concept is demonstrated by a dual catalytic Ru/Rh system with chelating phosphanophosphite ligands. Thus, the isomerization ± hydroformylation sequence represents a promising starting point for the economically important refinement of internal olefins.

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Hydroformylation Catalyzed by Ruthenium Complexes

Cited by 57 publications

References 36 publications

Catalytic Hydrogenation by Triruthenium Clusters: A Mechanistic Study with Parahydrogen‐Induced Polarization

Catalytic Hydrogenation by Triruthenium Clusters: A Mechanistic Study with Parahydrogen‐Induced Polarization

Rh catalyzed multicomponent tandem and one-pot reactions under hydroformylation conditions

Dual Catalytic Systems for Consecutive Isomerization-Hydroformylation Reactions

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