Bis tricyclohexylphosphine palladium

In a 50-mL Schlenk flask containing a magnetic stirring bar are placed (i -allylX -cycIopentadienyl)palladium (0.34g, 1.60mmol) and a toluene 

The properties of bis(tricyclohexylphosphine)palladium(0) are described with those of the other bicoordinate complexes (see below). 

This compound is prepared by a procedure similar to the one described above for the -terr-butylphenylphosphine compound, employing (i -aIlylX -cyclopentadienyl)palladium (0.21 g, 1.0 mmol) and tri-tert-butylphos-phine (0.46 g, 2.3 mmol).t The product is obtained in 60% yields as colorless crystals, mp 150-153° (dec. in air). 

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It should also be noted that less-reactive chloroarenes can be carbonylated under biphasic conditions using bis(tricyclohexylphosphine)palladium dichloride as the metal catalyst. Again, the presence of a PT agent does not alfect the reaction... 

The ethylenebis(tricyclohexylphosphine)palladium(0) and ethylenebis(tri-u-tolyl phosphite)palladium(0) complexes dissolve in diethyl ether when argon is passed through the suspension. Upon evaporation of these solutions in vacuo, the corresponding bis(tert-phosphine)palladium(0) complexes are obtained. ... 

Many years ago, Fomies showed that bis-tricyclohexylphosphine platinum(O) reacts with substrates that contain acidic X-H bonds, such as pentafluoroaniline, and Otsuka showed that platinum(O) and palladium(O) complexes containing hindered trialkyl and mixed alkyl aryl phosphine ligands react with acidic substrates, such as carboxylic acids (Equation 7.16), to form products of oxidative addition. ... 

Cft8Hft8Fi2N6P Pd3f Hexakis(methylisocyano)bis(triphenylphosphine)tri-palladium(II) di(hexafluorophosphate), 42B, 987 Ca 8H5 8ASaBFeN202S, NitrosyIbis(0-phenylenebis(dimethylarsine))(thio-cyanato-N)iron tetraphenylborate acetone, 43B, 1433 Ca 8Hs 6CI3F6P7RU2, Tri-M chloro-hexakis(dimethylphenylphosphine)di-ruthenium(II) hexafluorophosphate, 42B, 988 Ca8Hs8P2Pt2Si2f trans-Di-M hydrido-bis(tricyclohexylphosphine(tri-ethylsilyDplatinum), 44B, 1082... 

Significant advances in organonickel chemistry followed the discovery of frtzws,fraws,fraws-(l,5,9-cyclododecatriene)nickel, Ni(cdt), and bis(l,5-cycloocta-diene)nickel Ni(cod)2 by Wilke et. al.1 In these and related compounds, in which only olefinic ligands are bonded to the nickel, the metal is especially reactive both in the synthesis of other compounds and in catalytic behavior. Extension of this chemistry to palladium and to platinum has hitherto been inhibited by the lack of convenient synthetic routes to zero-valent complexes of these metals in which mono- or diolefins are the only ligands. Here we described the synthesis of bis(l,5-cyclooctadiene)platinum, tris(ethylene)-platinum, and bis(ethylene)(tricyclohexylphosphine)platinum. The compound Pt(cod)2 (cod = 1,5-cyclooctadiene) was first reported by Muller and Goser,2 who prepared it by the following reaction sequence ... 

A 500-ml flask was charged with the step 2 product (0.105 mol), the step 3 product (0.245 mol), and 70 ml of toluene, and then stirred at ambient temperature. Thereafter the solution was treated with bis(2,4-pentanedionato)palladium (0.070 mmol) and tricyclohexylphosphine (0.070 mmol) dissolved in 10 ml of toluene and dimethylanilinium tetrakispentafluorophenyl borate (0.28 mmol) dissolved in 5 ml of CH2C12. The mixture was stirred at 80°C for 1 hour, during which time toluene was suitably added as the viscosity of the reaction solution increased. After the reaction was completed, the solution was diluted with toluene and the mixture precipitated in excess methanol. The precipitate was filtered off and washed with a large amount of methanol, the polymer dried in vacuo at 110°C for 6 hours, and 61.4 g of product isolated. 

Ishiyama, T., Ishida, K., Miyaura, N. Synthesis of pinacol arylboronates via cross-coupling reaction of bis(pinacolato)diboron with chloroarenes catalyzed by palladium(0)-tricyclohexylphosphine complexes. Tetrahedron 2001, 57, 9813-9816. 

Related Reagents. Bis(bicyclo[2.2.1]hepta-2,5-diene)rho-dium Perchlorate [l,4-Bis(diphenylphosphino)butane](norbora-diene)rhodium Tetrafluroborate Catecholborane (1,5-Cycloocta-diene)[ 1,4-Bis(diphenylphosphino)butane]iridium(I) Tetrafluoro-borate (1,5-Cyclooctadiene)(tricyclohexylphosphine)(pyridine) iridium(I) Hexafluorophosphate Octacarbonyldicobalt Palladium (II) Chloride Tetrakis(triphenylphosphine)palladium(0) 2-Amino-3-picoline Benzylamine. 

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