Hydrogenation of organic substrates by isocyanide polymer-bound Rh(PPh3)3Cl

Giannandrea, Roberto; Mastrorilli, Piero; Zaccaria, Giuseppe; Nobile, Cosimo Francesco

doi:10.1016/1381-1169(96)00005-2

Cited by 16 publications

(4 citation statements)

References 6 publications

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“…In addition, metal complexbased catalysts were shown to be active under mild conditions of temperature and pressure. Palladium, rhodium and ruthenium complexes were employed as efficient catalysts for terminal alkynes semi-hydrogenation [20][21][22][23][24]. However, few authors studied the performance of metal complexes, via homogeneous or heterogeneous processes, for the selective hydrogenation of high molecular weight non terminal alkynes [2,22,25].…”

Section: Introductionmentioning

confidence: 99%

Influence of the Reaction Temperature on the 3-Hexyne Semi-Hydrogenation Catalyzed by a Palladium(II) Complex

et al. 2008

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Section: Introductionmentioning

confidence: 99%

Influence of the Reaction Temperature on the 3-Hexyne Semi-Hydrogenation Catalyzed by a Palladium(II) Complex

et al. 2008

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“…In the context of the previous paragraph they could be considered as a new active species or as a metal conditioned by its ligands, a kind of ''poison'' or a modifier for the metal atom [21]. These catalysts have the advantages of higher activities and selectivities for this type of reaction, even under mild conditions of temperature and pressure [22][23][24][25][26]. An example of this kind of systems is the complex [PdCl 2 (NH 2 (CH 2 ) 12 CH 3 ) 2 ] supported on c-Al 2 O 3 or on a micro-porous carbon [27,28].…”

Section: Introductionmentioning

confidence: 98%

A High (Z)/(E) Ratio Obtained During the 3-Hexyne Hydrogenation with a Catalyst Based on a Rh(I) Complex Anchored on a Carbonaceous Support

Liprandi¹,

Cagnola²,

Paredes³

et al. 2011

Catal Lett

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“…Isocyanide ligands form homo- and heteroleptic metal complexes with many transition metals . Such complexes have been immobilized on organic polymers, 7a-c and immobilized isocyanide complexes have been used as catalysts for olefin isomerization,7d hydroformylation,7e olefin hydrogenation, 7d,f and diene telomerization 7d. In the present application, we use the isocyanide ligand C⋮N(CH 2 ) 3 Si(OC 2 H 5 ) 3 to coordinate to a transition metal complex and the siloxy end to tether the complex to SiO 2 .…”

Section: Introductionmentioning

confidence: 99%

Combined Homogeneous and Heterogeneous Catalysts. Rhodium and Platinum Isocyanide Complexes Tethered on Silica-Supported Metal Heterogeneous Catalysts: Arene and Cyclohexanone Hydrogenation

Gao

Angelici

1999

Organometallics

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Rhodium and platinum isocyanide complexes RhCl(CO)[CN(CH 2 ) 3 Si(OC 2 H 5 ) 3 ] 2 (Rh-CNR 2 ), RhCl[CN(CH 2 ) 3 Si(OC 2 H 5 ) 3 ] 3 (Rh-CNR 3 ), and PtCl 2 [CN(CH 2 ) 3 Si(OC 2 H 5 ) 3 ] 2 (Pt-CNR 2 ) were tethered to the silica-supported metal heterogeneous catalysts M-SiO 2 (M ) Pd, Pt, Ru) to give the TCSM (tethered complex on supported metal) catalysts Rh-CNR 2 /Pd-SiO 2 , Rh-CNR 3 /M-SiO 2 (M ) Pd, Pt, Ru), and Pt-CNR 2 /Pd-SiO 2 . These TCSM catalysts were used to catalyze the hydrogenation of arenes (Rh-CNR 2 /Pd-SiO 2 and Rh-CNR 3 /M-SiO 2 ) and cyclohexanone (Pt-CNR 2 /Pd-SiO 2 ) under the mild conditions of 40 °C and 1 atm. They exhibit activities that are higher than those of the separate homogeneous rhodium (or platinum) isocyanide complex, the separate silica-supported metal heterogeneous catalyst, or the rhodium (or platinum) complex catalyst tethered on just SiO 2 . The activities of the TCSM catalysts are strongly affected by the nature and loading of the supported metal in the catalyst. Among the three silica-supported metal M-SiO 2 (M ) Pd, Pt, Ru) catalysts, the rhodium complex Rh-CNR 3 tethered on Pd-SiO 2 exhibits the highest activity for the hydrogenation of toluene (TOF ) 5.5 mol H 2 /(mol Rh min) and TO ) 2420 mol H 2 /mol Rh during 8.5 h). The Rh-CNR 3 /Pd-SiO 2 catalyst with 10 wt % Pd is more active than its counterparts with higher or lower palladium loadings. IR (DRIFT) spectral studies of the TCSM catalysts before and after being used for toluene hydrogenation show that the isocyanide ligands remain coordinated to the rhodium (or platinum) center even after extended use. Atomic emission spectroscopic analysis of hydrogenation solutions shows that there is no rhodium (or platinum) leaching into the solutions. † Dedicated to Herr Wolf-Peter Fehlhammer on the occasion of his 60th birthday.(1) (a) Hartley, F. T.

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Hydrogenation of organic substrates by isocyanide polymer-bound Rh(PPh3)3Cl

Cited by 16 publications

References 6 publications

Influence of the Reaction Temperature on the 3-Hexyne Semi-Hydrogenation Catalyzed by a Palladium(II) Complex

Influence of the Reaction Temperature on the 3-Hexyne Semi-Hydrogenation Catalyzed by a Palladium(II) Complex

A High (Z)/(E) Ratio Obtained During the 3-Hexyne Hydrogenation with a Catalyst Based on a Rh(I) Complex Anchored on a Carbonaceous Support

Combined Homogeneous and Heterogeneous Catalysts. Rhodium and Platinum Isocyanide Complexes Tethered on Silica-Supported Metal Heterogeneous Catalysts: Arene and Cyclohexanone Hydrogenation

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