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  • Palladium  (19)
  • Wiley-Blackwell  (19)
  • American Geophysical Union
  • Periodicals Archive Online (PAO)
  • 2000-2004  (19)
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  • Wiley-Blackwell  (19)
  • American Geophysical Union
  • Periodicals Archive Online (PAO)
  • Springer  (1)
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Year
  • 1
    Electronic Resource
    Electronic Resource
    The Effect of the Carbon Ligand on the Reaction of Organozinc Reagents in the Synthesis of Substituted 2,5-Dihydrofurans: A Rare Example of An Uncatalysed Allylic-Substitution Reaction Involving Alkyl Zinc Halides (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 1711-1718 
    Details
    ISSN: 1434-193X
    Keywords: Heterocycles ; Zinc ; Palladium ; Catalysts ; Sulfur ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---Organozinc halides derived from Grignard reagents behave differently in their reaction with ethyl (±±)-(2RS,3SR)-tetrahydro-4-methylene-2-phenyl-3-(phenylsulfonyl)furan-3-carboxylate (3) according to the hybridisation of the carbon ligand. During the development of short multi-component reactions for the synthesis of diverse functionalized ethyl 2,5-dihydrofuran-3-carboxylates it was discovered that aryl and vinyl zinc halides undergo clean reaction with 3 in the presence of Pd(PPh3)4. In contrast, when alkyl zinc halides are reacted with 3 in the presence of Pd(PPh3)4, reductive desulfonation of 3 is observed. Remarkably, in the absence of a transition metal catalyst, the allylic substitution of 3 with alkyl zinc halides proceeds cleanly and in moderate to good yield.
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  • 2
    Electronic Resource
    Electronic Resource
    Evidence of Formation of an exo-π-Allyl Complex Intermediate in the Pd0-Catalyzed Alkylation of a Bicyclic Allylic Diacetate with Stabilized Carbon Nucleophiles (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 1799-1803 
    Details
    ISSN: 1434-193X
    Keywords: Palladium ; exo-π-Allylpalladium complexes ; Allylic alkylation ; Spiro compounds ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---The palladium(0)-catalyzed alkylation of 2,3-bis(acetoxymethyl)bicyclo[2.2.1]hepta-2,5-diene 1 with malonate-type enolates as nucleophiles is investigated. A monoalkylated product is formed first, and undergoes (depending on the nucleophile used) a second intramolecular reaction leading to spirocyclopropane-annulated bicyclo[2.2.1]heptene derivatives 5. The formation of endo spirobicyclic cyclopropanes adducts as major isomer is rationalized by assuming formation of an intermediate exo-(π-allyl)palladium complex.
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  • 3
    Electronic Resource
    Electronic Resource
    Evidence for the Intermediacy of (η3-Allyl)palladium Complexes in the Palladium-Catalyzed Acryloxylation of Cycloalkenes: Unexpected Oxidation of 1,5-Cyclooctadiene (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 219-224 
    Details
    ISSN: 1434-193X
    Keywords: Homogeneous catalysis ; Palladium ; Acetoxylation ; Acryloxylation ; Addition reactions ; Cyclooctadiene ; Cyclooct-4-enone ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---Palladium-catalyzed acryloxylation of several cycloalkenes in the presence of the Pd(OAc)2/p-benzoquinone/MnO2 catalytic system is reported. This oxidation reaction yields allylic acrylates as the sole products through the intermediacy of an η3-allyl complex. However, with 1,5-cyclooctadiene (3), cyclooct-4-enone (4) is the major reaction product. Its formation results from oxidation, which is also observed in the palladium-catalyzed acetoxylation of 3. It has been shown that this is the result of a 1,2-trans addition (acryloxy-palladation), followed by a β-hydride elimination, which yields an enol acrylate or acetate. A second Markovnikov-oriented 1,2-trans-acryloxy-palladation on the latter yields a palladium complex, rearrangement of which gives 4.
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  • 4
    Electronic Resource
    Electronic Resource
    Nickel- and Palladium-Catalyzed Cross-Coupling Reactions at the Bridgehead of Bicyclo[1.1.1]pentane Derivatives - A Convenient Access to Liquid Crystalline Compounds Containing Bicyclo[1.1.1]pentane Moieties (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 1137-1155 
    Details
    ISSN: 1434-193X
    Keywords: Bicyclo[1.1.1]pentane ; Haloarenes, cross-coupling of ; Propellanes ; Palladium ; Catalysis ; Small-ring systems ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -Radical addition reactions of organyl iodides 7a-s onto [1.1.1]propellane (2) followed by halogen-lithium exchange and transmetallation with zinc chloride, as well as additions of Grignard reagents to 2, have furnished a variety of 3-substituted bicyclo[1.1.1]pentyl-1-magnesium (14) and -zinc (19) derivatives. The latter have been coupled with various alkenyl, aryl, and biaryl halides and triflates under NiCl2dppe, Pd(PPh3)4, or PdCl2(dppf) catalysis to give a number of 1,3-disubstituted bicyclo[1.1.1]pentyl derivatives 17, 20, and 23, several of which exhibit liquid crystalline properties, in moderate to very good yields. The coupling products 20ca, 23ab, 23ae, 23ff, and 23fg have been further transformed to yield bicyclo[1.1.1]pentyl derivatives 32, 24ab, 24ae, 27ff, and 27fg, respectively, bearing alkynyl, cyano, and/or alkenyl groups.
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  • 5
    Electronic Resource
    Electronic Resource
    Potentially Tridentate Hydrazonic Ligands in the Synthesis of Methyl and Acetyl Palladium(II) Complexes (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 463-475 
    Details
    ISSN: 1434-1948
    Keywords: Palladium ; Insertion reactions ; Tridentate ligands ; Hydrazones ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Potentially tridentate hydrazonic ligands of the type HNNO have been used in the synthesis of some methyl palladium(II) complexes. Depending on the applied experimental conditions two different kinds of complexes are obtained. Thus, the reactions between HL1-HL5 and (COD)PdMeCl in diethyl ether led to the formation of bidentate methyl complexes of the type Pd(HNN)MeCl (1-5), where the ligands maintain a neutral character. However, in the presence of a base such as Et3N or NaOMe, the ligands are deprotonated with the consequent formation of tridentate methyl complexes of the type Pd(NNO)Me (7-10). In solution, complexes 1-5 tend to lose the hydrazonic proton with elimination of methane and formation of a tridentate chloride complex Pd(NNO)Cl (6); this tendency can be correlated with the acidity of the free ligands, which has been determined. On bubbling carbon monoxide through solutions of 1-5, the corresponding acetyl complexes Pd(HNN)[C(O)Me]Cl (11-15) are formed, in which both the cis and trans isomers are present. Their molar ratio is rationalised from the results of a molecular modelling study on the basis of electronic considerations. A remarkably different reactivity has been found in the carbonylation of the tridentate complexes 7-10: they decompose rapidly and quantitatively to palladium black and an organic product corresponding to the ligand with an acetyl group bonded to the hydrazonic nitrogen. The X-ray structures of a methyl complex (3) and its corresponding acetyl (13) derivative have been determined.
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  • 6
    Electronic Resource
    Electronic Resource
    Reaction of the Tetrachalcogenides [ME4(dppe)] (M = Pd, E = S; M = Pt, E = S, Se) with Activated Alkynes to Form Dithiolenes and Diselenolenes (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 933-938 
    Details
    ISSN: 1434-1948
    Keywords: Palladium ; Platinum ; Dithiolenes ; Diselenolenes ; Sulfur ; Selenium ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The tetrachalcogenides [ME4(dppe)] (M = Pd, E = S; M = Pt, E = S, Se) react with the activated alkynes RO2CC≡CCO2R (R = Me, Et) to form the dithiolenes and diselenolenes [M{E2C2(CO2R)2}(dppe)]; the structures of the compounds with E = S, R = Et have been determined by X-ray crystallography; [PdS4(dppe)] also reacts with the carbene complex [W(CO)5{C(OEt)C≡CPh}] to yield the bimetallic dithiolene [Pd{S2C2[C(OEt)W(CO)5]Ph}(dppe)].
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  • 7
    Electronic Resource
    Electronic Resource
    New Di- and Trinuclear Complexes with Pyrazolato Bridges. Crystal Structures of [{(C6F5)2Pd(μ-pz)(μ-Cl)}2Pd]2- and [(C6F5)2Pd(μ-pz)2Pd(η3-C4H7)] (pz = pyrazolate) (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 943-949 
    Details
    ISSN: 1434-1948
    Keywords: Pyrazolate complexes ; Palladium ; Platinum ; N ligands ; Bridging ligands ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Trinuclear complexes containing pyrazolate bridging ligands of the type [NBu4]2[{(C6F5)2 M(μ-pz)(μ-X)}2M′] (M, M′= Pd or Pt; X = Cl, OH, or pz) (Hpz = pyrazole) have been prepared using [NBu4][M(C6F5)2(acac)] (acac = acetylacetonate) or [NBu4]2[M2(C6F5)4(μ-OH)2] and [M′Cl2(Hpz)2] or [M′(Hpz)4]2+ as starting materials. Asymmetric homo- and heterobimetallic complexes of the types [NBu4][R2M(μ-pz)2Pd(η3-allyl)] and [R2M(μ-pz)2M′L2] (allyl = C3H5 or C4H7; L2 = 2 PEt3 or bipy; R = C6F5 or C6Cl5; M, M′ = Pd or Pt) have been obtained starting from [NBu4][MR2(pzHpz)] and [Pd(η3-allyl)(acac)] or [M′L2Cl2], respectively. The identity of the new complexes has been established by NMR (1H, 19F and 31P) spectroscopy. The crystal structure of [{(C6F5)2Pd(μ-pz)(μ-Cl)}2Pd]2- has an inversion centre, with a bent appearance of the Pd3(μ-pz)2(μ-Cl)2 moiety. The crystal structure of [(C6F5)2Pd(μ-pz)2Pd(η3-C4H7)] has also been determined by single-crystal X-ray diffraction, where a boat conformation of the central “Pd2N4” six-membered rings is observed.
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  • 8
    Electronic Resource
    Electronic Resource
    Mechanisms of Cyclopalladation Reactions in Acetic Acid: Not So Simple One-Pot Processes (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 217-224 
    Details
    ISSN: 1434-1948
    Keywords: Reaction mechanisms ; Cyclopalladation ; Acetic acid ; Pd-C bond stability ; Polynuclear species ; Palladium ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The processes operating during the synthetic cyclopalladation reactions of imines in acetic acid have been studied from a kinetico-mechanistic point of view. These reactions include a fast initial coordination to the palladium through the N-donor atom of the imine, followed by the proper C-H bond activation to produce the acetato bridged dimeric species. At this point, the lability of the bridging acetato groups, the hydrolysis of the C-Pd bonds, and/or the hydrolysis of C=N exo bonds contribute to the generation of dark red polynuclear compounds. The processes occurring after the C-H activation have been followed kinetically, both from palladium acetate plus imine, and the synthetically pure isolated acetato dimers as starting materials. The kinetic and activation parameters have been found identical within experimental error whatever the starting material was (k323 = 1.5 × 10-4 s-1; ΔH# = 51 kJ mol-1; ΔS# = -163 JK-1 mol-1 ΔV# = +19 cm3 mol-1 for the 4-ClC6H4-CH=N-CH2-C6H5 imine derivative 1a). Acidolysis of C-Pd bonds has been found to occur in these polynuclear species. When alternative monomeric Cbenzylic-Pd bond-containing complexes are possible follow ups of the reactions produce them as final dead-end complexes (k323 = 2.2 × 10-5 s-1; ΔH# = 61 kJ mol-1; ΔS# = JK-1 mol-1 ΔV# ≈ 0 cm3 cm-1 for the [2,4,6-(CH3)3]C6H2-CH=N-CH2-[2-(CH3]C6[H4] imine derivative 3d). The same study has been carried out with primary amines in order to check the validity of the data if C=N bond hydrolysis is taking place in the imine derivatives with exo C=N bonds. For complexes with similar type of metallacycles, the results agree reasonably well with the proposed mechanism [k323 = 1.2·10-4 s-1, ΔH# = 46 kJ·mol-1, ΔS# = -180 J·K-1mol-1, ΔV# = -16 cm3·mol-1 for the polynuclear formation of the C6H5-CH2-NH2 derivative 4e; k323 = 3.0·10-4 s-1, ΔH# = 55 kJ·mol-1, ΔS
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  • 9
    Electronic Resource
    Electronic Resource
    A Two-Step Palladium-Catalyzed Coupling Scheme for the Synthesis of Ferrocene-Labeled Amino Acids (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 323-330 
    Details
    ISSN: 1434-1948
    Keywords: Amino acids ; Alkynes ; Ferrocene ; Palladium ; Catalysis ; Bioorganometallic chemistry ; Biosensors ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: This work describes a Pd-catalyzed coupling of ferrocene alkyne derivatives to iodo amino acids. Ferrocene carboxylic acid propargyl amides were easily obtained in high yield. The crystal structures of the propargyl amine derivative 3 and the 1,1-diethylpropargylamine derivative 4 have been determined by X-ray diffraction. Pd-catalyzed coupling to p-iodoanilide amino acids gave the corresponding ferrocene-labeled amino acid derivatives, which were easily purified by diethyl ether extraction in the case of the 1,1-diethyl derivatives 8. The coupling reaction did not require anhydrous solvents and tolerated a variety of functional groups present in peptides such as alcohols (8a, Ser), thioethers (8d, Met), disulfide bonds (cystine, 12) esters (as in the N-labeled Leu derivative 10) and of course amides. A minor by-product of the coupling reaction, namely the homo-dimer bis(ferrocene carboxylic acid propargylamide) 9, was identified in the crude reaction mixtures by mass spectrometry and independently synthesized by oxidative coupling (Glaser and Eglington) of 3. All new compounds were completely characterized spectroscopically, including 15N- and 2D NMR spectroscopy, Mössbauer spectroscopy and electrochemistry. This work introduces a versatile procedure for a selective functionalization of amino acids with organometallics at the C-terminus which is expected to be of general applicability to peptide chemistry.
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  • 10
    Electronic Resource
    Electronic Resource
    Chiral 4-(Diphenylphosphanyl)-1-(dialkylamino)butane Ligands - Synthesis, Applications in Asymmetric Alkylation and Theoretical Study (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 351-358 
    Details
    ISSN: 1434-1948
    Keywords: Aminophosphanes ; Palladium ; Alkylations ; Enantioselectivity ; Theoretical study ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Various 4-(diphenylphosphanyl)-1-(dialkylamino)butane ligands were prepared from commercial (2S,3S)-2,3-O-isopropylidene-D-threitol. These ligands, associated with Pd2(dba)3, gave enantioselectivities of up to 75% in the alkylation of racemic 1,3-diphenylprop-2-enyl acetate with dimethyl malonate anion. A theoretical study shows the important role played by two factors in the alkylation reaction: steric control, leading to the formation of a unique diastereoisomer of the π-allylpalladium complex, and orbital control, which orients the attack of the nucleophile trans to the phosphorus atom.
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  • 11
    Electronic Resource
    Electronic Resource
    Trinuclear Palladium(II) Complexes with 2-Hydroxy-4-methoxyacetophenone N4-Dimethylthiosemicarbazone: Synthesis, Spectral Studies and Crystal Structure of a Tripalladium Complex (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 727-734 
    Details
    ISSN: 1434-1948
    Keywords: Palladium ; S ligands ; One-dimensional extended networks ; Structure elucidation ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis and spectral characterization of a new triangular, trinuclear palladium(II) complex with the dianion of 2-hydroxy-4-methoxyacetophenone N4-dimethylthiosemicarbazone, 4MeOAp4Me22- is reported. The X-ray crystal structure determination of [Pd(4MeOAp4Me2)]3·DMSO shows it to contain a chair-type hexagon of alternating Pd and S atoms which form a molecular bowl. The crystal structure of H24MeOAp4Me2 shows that it is the E isomer with respect to the imine bond of the thiosemicarbazone moiety.
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  • 12
    Electronic Resource
    Electronic Resource
    Tricarbonyl-η6-[(2-thiophenyl)arene]- and -η6-[(2-thiophenyl)carbonylarene]- chromium Complexes: Preparation and Conformational Study (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 901-905 
    Details
    ISSN: 1434-1948
    Keywords: Arenetricarbonyl chromium complexes ; Palladium ; Cross coupling reaction ; Thiophenes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The cross coupling reaction of (p-chloroanisole)tricarbonylchromium complex (1) with thiophene derivatives under palladium-catalyzed conditions leads to the selective formation of tricarbonyl-η6-[(2-thiophenyl)arene]- or -η6-[(2-thiophenyl)carbonylarene]chromium complexes (2 or 3) depending on reaction conditions. The conformation of complexes 2 and 3 in the solid state as well as in solution are reported.
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  • 13
    Electronic Resource
    Electronic Resource
    Synthesis and Chemistry of Dithiadiazole Free Radicals [4-(4′-C5H4N)CN2S2] and [4-(3′-C5H4N)CN2S2]; X-ray Crystal Structures of [Pd3{μ-SNC(Ar′)NS-S,S′}2(PPh3)4] (Ar′ = 4′-C5H4N, 4′-C5H4NBEt3 and 3′-C5H4NBEt3) (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 1045-1054 
    Details
    ISSN: 1434-1948
    Keywords: Palladium ; Dithiadiazole ; Radicals ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Two new 1,2,3,5-dithiadiazoles, [4-(4′-C5H4N)CN2S2] (L1) and [4-(3′-C5H4N)CN2S2] (L2), with different pyridyl groups at the 4-position were prepared. As Lewis bases, the dithiadiazoles reacted with Lewis acids via their pyridyl groups to form acid-base adducts with retention of the five-membered dithiadiazole ring. Ligands L1 and L2 reacted with excess triethylborane to give L1BEt3 and L2BEt3 (1a and 1b) and with Mn(CO)5Br to give the fac-Mn(CO)3Br(L1)2 (2a) and fac-Mn(CO)3Br(L2)2 (2b) complexes. When reacted with Pd0 complexes, namely, Pd(PPh3)4 and a mixture of [Pd2(dba)3] and dppf, the dithiadiazoles underwent ring-opening reaction by reductive cleavage of the S-S bond of the dithiadiazole ring. The resulting formation of Pd-S bonds gave the corresponding trinuclear complexes [Pd3{μ-SNC(4′-C5H4N)NS-S,S′}2(PPh3)4] (3a), [Pd3{μ-SNC(3′-C5H4N)NS-S,S′}2(PPh3)4] (3b), and [Pd3{μ-SNC(4′-C5H4N)NS-S,S′}2(dppf)2] (4) [dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphosphanyl)ferrocene]. Complexes 3a and 3b reacted with excess triethylborane to give the corresponding acid-base adducts [Pd3{μ-SNC(4′-C5H4NBEt3)NS-S,S′}2(PPh3)4] (5a) and [Pd3{μ-SNC(3′-C5H4NBEt3)NS-S,S′}2(PPh3)4] (5b.) Complex 3a reacted with Mn(CO)5Br to give {[Pd3{μ-SNC(4′-C5H4N)NS-S,S′}2(PPh3)4][MnBr(CO)3]}n (6). The structures of 3a, 5a, and 5b were established by X-ray crystallography.
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  • 14
    Electronic Resource
    Electronic Resource
    Density Functional Study of Possible Intermediates in the Mechanism of Olefin Cyclopropanation Catalyzed by Metal Carboxylates (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 1073-1078 
    Details
    ISSN: 1434-1948
    Keywords: Carbene complexes ; Carboxylato complexes ; Density functional calculations ; Palladium ; Rhodium ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The structures of several complexes arising from the interaction between methylene and palladium and rhodium diformates were optimized through density functional calculations. For palladium, mono-, di-, and trimeric complexes were considered. The results obtained show that in all cases the most stable structures correspond to complexes in which methylene has inserted in one of the M-O bonds, while metal-carbene complexes are energy minima only for monomeric palladium diformate and for rhodium diformate. Trimeric palladium formate is thermodynamically stable upon fragmentation. However, when it reacts with methylene, fragmentation becomes favorable. The role of the resulting monomeric complex in the olefin cyclopropanation mechanism catalyzed by palladium dicarboxylates is discussed.
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  • 15
    Electronic Resource
    Electronic Resource
    Palladium(0) Complexes of a 15-Membered Macrocyclic Triolefin as a Recoverable Catalyst - Monomer- and Polystyrene-Anchored Versions (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 239-243 
    Details
    ISSN: 1434-193X
    Keywords: Macrocycles ; Palladium ; Polymers ; Catalysis ; C-C coupling ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---Preparation of the 15-membered cycle (E,E,E)-1,6,11-tris[(2,4,6-triisopropylphenyl)sulfonyl]-1,6,11-triazacyclopentadeca3,8,13-triene (8) is reported. This cyclic triolefin forms a stable Pd0 complex 9 which catalyzes several cross-coupling reactions and can be recovered. Anchoring to a polystyrene framework affords a solid version of the catalyst, which is recovered by simple filtration and reused without loss of catalytic activity.
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  • 16
    Electronic Resource
    Electronic Resource
    Mononuclear Ni, Pd and Pt Complexes with ′S3′2- Thioether Thiolate and HNPnPr3 Phosphorane Imine Ligands [′S3′2- = Bis(2-mercaptophenyl)sulfide (2-)] (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 59-63 
    Details
    ISSN: 1434-1948
    Keywords: Phosphorane imine ; Sulfur ligands ; Nickel ; Palladium ; Platinum ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reaction of the trinuclear [M(′S3′)]3 complexes {M = Ni (4), Pd (5), Pt (6); ′S3′2- = bis(2-mercaptophenyl)sulfide (2-)} with HNPnPr3 yielded the new phosphorane imine complexes [M(NHPnPr3)(′S3′)] {M = Ni (1), Pd (2), Pt (3)}. The complexes 1-3 have been completely characterized and are rare examples of mononuclear phosphorane imine complexes with late transition metals. Spectroscopic and structural results indicate that the HNPnPr3 ligands favor the ylidic structure when binding to [M(′S3′)] fragments. X-ray structure determinations showed that [M(NHPnPr3)(′S3′)] complexes associate through N-H···S(thiolate) bridges to give centrosymmetric dimers.
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  • 17
    Electronic Resource
    Electronic Resource
    Tripodal Oxygen Ligand Supported Palladium(II) Complexes: Alkylation, Carboxymethylation, and CO Insertion Reactions - X-ray Crystal Structure Determination of [PdL2], L- = [(C5H5)Co{P(O)(OMe)2}3]-, a Novel Homoleptic Oxygen Ligand Palladium Complex (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 21-28 
    Details
    ISSN: 1434-1948
    Keywords: Palladium ; Tripodal ligands ; O ligands ; Fluxionality ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of [PdCl2(CH3CN)2] with the silver salt of the tripodal oxygen ligand L- = [(C5H5)Co{P(O)(OMe)2)}3]- yields the homoleptic oxygen ligand complex [PdL2] (1). The molecular structure of 1 was determined by single-crystal X-ray diffraction: monoclinic space group P21/n; a = 8.515(1), b = 13.627(2), c = 15.828(2) Å; β = 92.44(1)°; V = 1834.9(7) Å3; Z = 2. The complexes [Pd(PPh3)XL] [X = Cl (2a), Br (2b), I (2c)] have been prepared starting from 1. Complex 2a reacts with PPh3 to form [Pd(PPh3)2L]Cl (3a) and [Pd(PPh3)2L]L (3b). Treatment of 2a with CO in MeOH yields the carboxymethyl complex [{(PPh3)(COOMe)Pd(μ-Cl)}2] (4) and the protonated ligand HL. The carboxymethyl complex 4 shows some catalytic activity for the copolymerization of CO and ethene. Complex 4 reacts with AgL to yield [Pd(PPh3)(COOMe)L] (6). Alkylation of 2a with Me4Sn leads to the methyl complexes [Pd(PPh3)MeL] (7) and [Me2ClSnL] (8). CO insertion in the palladium-carbon bond of 7 gives the stable acetyl complex [Pd(PPh3){C(O)Me}L] (10). The palladium(II) complexes 1, 2, 3, 6, 7, and 10 of the tripodal oxygen ligand L are all fluxional molecules that have been studied by temperature-dependent 1H- and 31P-NMR spectroscopy.
    Additional Material: 5 Ill.
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  • 18
    Electronic Resource
    Electronic Resource
    Regioselective Silane-Terminated Intramolecular Heck Reaction with Alkenyl Triflates and Alkenyl Iodides (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 1959-1964 
    Details
    ISSN: 1434-193X
    Keywords: C-C coupling ; Palladium ; Silanes ; Catalysts ; Allylsilanes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---One of the main problems of the Heck reaction using acyclic substrates which lead to Pd intermediates with β- and β′-hydrogens is the lack of selectivity in the formation of the double bond as the last step of the catalytic cycle. The use of allylsilanes as the alkene moiety permits control of the elimination step. Thus, the Pd0-catalysed reaction of 1a-c and 2 leads exclusively to the corresponding bicyclic compounds 11a-c. In contrast, reaction of 7 yields a mixture of 12a, (E)-12b and (Z)-12b.
    Additional Material: 1 Tab.
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  • 19
    Electronic Resource
    Electronic Resource
    Stereoselective Total Synthesis of a Novel D-Homosteroid by a Twofold Heck Reaction (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 1827-1830 
    Details
    ISSN: 1434-193X
    Keywords: C-C coupling ; Homosteroids ; Palladium ; Steroids ; Total synthesis ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---The D-homosteroid 1 was synthesized by two successive Heck reactions starting from enantiopure 3 and the bromoarene 2 containing a (Z)-bromovinyl group. The first intermolecular Pd-catalyzed reaction leads to 6 in a highly regio- and diastereoselective way which forms 1 with an unusual cis-junction of the rings B and C by a second intramolecular Heck reaction.
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