Synthesis and characterization of tertiary phosphine Pd(0) complexes

Kuran, Witold; Musco, A.

doi:10.1016/s0020-1693(00)89858-8

Cited by 114 publications

(47 citation statements)

References 27 publications

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“…In general the number of ligands in zerovalent palladium triorganophosphine complexes varies from two to four, depending on their size (cone angle) and electronic properties [22]. In the case of Pd(PN), (4) and Pd(PN*)3 (4*), it is very likely that the steric hindrance of the free o-CH,NMe, or o-CHMeNMe, group prevents the coordination of a fourth ligand.…”

Section: Palladium(o) Complexesmentioning

confidence: 99%

Organopalladium complexes with bidentate phosphorus and nitrogen containing ligands

Graaf¹,

Harder²,

Boersma³

et al. 1988

Journal of Organometallic Chemistry

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Section: Palladium(o) Complexesmentioning

confidence: 99%

Organopalladium complexes with bidentate phosphorus and nitrogen containing ligands

Graaf¹,

Harder²,

Boersma³

et al. 1988

Journal of Organometallic Chemistry

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“…In the case of allylpalladium(II) complexes, zero-valent palladium species can be generated by addition of nucleophiles. [11] This procedure was used in 2001 by Caddick and Cloke for the formation of (NHC) 2 Pd 0 complexes from [{Pd(η 3 -C 3 H 5 )Cl} 2 ]. [12] Since then, the syntheses of many [(NHC)Pd(allyl)Cl] complexes have been reported in the literature as well as their use as pre-catalysts for the generation of active (NHC)Pd 0 complexes in situ.…”

Section: Influence Of the Pre-catalystmentioning

confidence: 99%

Allylic Amination Using Well‐Defined [(NHC)Pd(η³‐allyl)Cl] Complexes and PPh₃

2009

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The allylic amination reaction catalyzed by [(NHC)Pd(allyl)-Cl] complexes has been studied, and the presence of PPh 3 found to be essential for the catalytic system to be active.[(1-Mesityl-3-methylimidazol-2-ylidene)Pd(η 3 -C 3 H 5 )Cl] has been used to optimize the conditions of the reaction with (E)-1,3-diphenylprop-3-enyl acetate and benzylamine under biphasic conditions (aqueous base/CH 2 Cl 2 ). The best yields of isolated product (98 %) were obtained using aqueous 1 M K 2 CO 3 . The influence of the NHC ligand and the allyl fragment on the pre-catalyst was also examined. Two new neutral [(NHC)Pd(η 3 -1-RC 3 H 4 )Cl] complexes [NHC = 1-mesityl-3-methylimidazol-2-ylidene or 1-(2,6-diisopropylphenyl)-3methylimidazol-2-ylidene; R = H or Ph] have been prepared and a decrease of the reaction time observed with the former. NMR studies have shown that this pre-catalyst is more easily activated than its η 3 -allyl analogue and that the predominant activation pathway involves attack of the amine at the allyl Eur.

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“…Methanol was purchased from Baker; PdCl 2 [30,31]. Carbon monoxide and ethene were supplied by SIAD Company ('research grade', purity > 99.9%).…”

Section: Reagentsmentioning

confidence: 99%

CO–ethene copolymerisation catalysed by [PdCl2(PPh3)2]/PPh3/HCl in MeOH

Cavinato

Vavasori²,

Amadio³

et al. 2007

Journal of Molecular Catalysis A: Chemical

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The system [PdCl 2 (PPh 3 ) 2 ]/PPh 3 /HCl catalyses the carbonylation of ethene in MeOH as a solvent to give methyl propanoate (MP) or a polyketone (PK).The influence of temperature, Pd/P, CO/ethene and Pd/HCl ratios, and concentration of H 2 O on the catalytic activity has been studied. The catalytic system is active only in the presence of HCl and is stable when P/Pd is ≥6/1 up to 110• C. At 100• C, with Pd/P/HCl = 1/6/1600 (HCl initially added), under 6.0 MPa total pressure, the main product is MP at 1.0 MPa of ethene, whereas is PK when the pressure of the olefin is higher than 4.0 MPa.Water, which forms in the solvent, because of the reaction of MeOH with HCl, has a minor effect. The PK product presents a 2.5-4/1 ratio between the keto and ester end groups. The proposed catalytic cycle takes into account the results.

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Synthesis and characterization of tertiary phosphine Pd(0) complexes

Cited by 114 publications

References 27 publications

Organopalladium complexes with bidentate phosphorus and nitrogen containing ligands

Organopalladium complexes with bidentate phosphorus and nitrogen containing ligands

Allylic Amination Using Well‐Defined [(NHC)Pd(η³‐allyl)Cl] Complexes and PPh₃

CO–ethene copolymerisation catalysed by [PdCl2(PPh3)2]/PPh3/HCl in MeOH

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Synthesis and characterization of tertiary phosphine Pd(0) complexes

Cited by 114 publications

References 27 publications

Organopalladium complexes with bidentate phosphorus and nitrogen containing ligands

Organopalladium complexes with bidentate phosphorus and nitrogen containing ligands

Allylic Amination Using Well‐Defined [(NHC)Pd(η3‐allyl)Cl] Complexes and PPh3

CO–ethene copolymerisation catalysed by [PdCl2(PPh3)2]/PPh3/HCl in MeOH

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Allylic Amination Using Well‐Defined [(NHC)Pd(η³‐allyl)Cl] Complexes and PPh₃