Olefin Isomerization Catalysts Based on Dithio Palladium(II) Complexes

KJ Cavell; KY Chan; EJ Peacock; MJ Ridd; NW Davies

doi:10.1071/ch9910171

Olefin Isomerization Catalysts Based on Dithio Palladium(II) Complexes

Australian Journal of Chemistry ◽

10.1071/ch9910171 ◽

1991 ◽

Vol 44 (2) ◽

pp. 171 ◽

Cited By ~ 5

Author(s):

KJ Cavell ◽

KY Chan ◽

EJ Peacock ◽

MJ Ridd ◽

NW Davies

Keyword(s):

Double Bond ◽

Thermodynamic Equilibrium ◽

Retention Indices ◽

Palladium Complexes ◽

Reaction Products ◽

Olefin Isomerization ◽

Highly Active ◽

Kováts Retention Indices ◽

Product Distributions ◽

Double Bond Shift

The catalytic double-bond shift isomerization of α-olefins by dithio-β-diketonate palladium complexes Pd{CH3C(S)CHC(S)CH3}(PL1L2L3)X(1) and [Pd{CH3C(S)CHC(S)CH3}{Ph2PCH2CH2PPh2}]Y(2)(X = 1, Br; Y = halide, PF6, BPh4) is described. Catalysts are formed on activation of the complexes by a variety of alkylaluminium cocatalysts . Several of the catalysts are highly active for isomerization of oct-1-ene and but-1-ene, activities being higher than normally obtained for palladium systems. In contrast to the majority of palladium-based catalysts product distributions rapidly approached thermodynamic equilibrium, with a strong preference for trans products at each stage of the reaction. Products from the isomerization of oct-1-ene were analysed by g.l.c.-F.t.i.r . in conjunction with Kovats retention indices.

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The steric course of some electrophilic additions to the tetrahydropyridazine ring moiety of benzo[g]pyridazino[1,2-b]-phthalazine-6, 13-dione derivatives. II.

Canadian Journal of Chemistry ◽

10.1139/v97-040 ◽

1997 ◽

Vol 75 (3) ◽

pp. 348-355 ◽

Cited By ~ 5

Author(s):

María Del Carmen Cano ◽

Fernando Gómez-Contreras ◽

Ana María Sanz ◽

María Josefa Rodriguez Yunta

Keyword(s):

Double Bond ◽

Alder Reaction ◽

Diels Alder ◽

Reaction Products ◽

Electronic Effects ◽

Electrophilic Attack ◽

Diels Alder Reaction ◽

Pyridazine Ring ◽

Product Distributions ◽

Electrophilic Additions

The stereochemical features involved in electrophilic additions to the ring A moiety in diazatetracyclic analogues of anthracyclinones have been investigated. The 1-methyl and 1,3-dimethyl derivatives 2a and 2b were selected as the substrates and made to react with bromine azide, iodine azide, and NBS–EtOH in order to evaluate the influence of the C-1 substituent on the product distributions. Electrophilic attack at the C-2/C-3 double bond occurs mainly in the less hindered anti fashion. The nucleophilic step governs the stereochemistry of the reaction products. Conformational factors are predominant over the steric and electronic effects originated by the ring A substituents, since axial antiparallel attack of the nucleophile on the intermediate epihalonium ion is clearly preferred to the equatorial approach. Keywords: diazatetracycles, Diels–Alder reaction, electrophilic addition, anthracyclinone analogues, pyridazine ring.

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ChemInform Abstract: PREPARATION OF CONJUGATED DIENES AND ETHYLIDENECYCLOALKANES BY DOUBLE-BOND SHIFT CATALYZED BY TITANOCENE DERIVATIVES

Chemischer Informationsdienst ◽

10.1002/chin.198222131 ◽

1982 ◽

Vol 13 (22) ◽

Author(s):

K. MACH ◽

F. TURECEK ◽

H. ANTROPIUSOVA ◽

L. PETRUSOVA ◽

V. HANUS

Keyword(s):

Double Bond ◽

Conjugated Dienes ◽

Double Bond Shift

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Intrinsically Competitive Photoinduced Polycyclization and Double-Bond Shift through a Boatlike Conical Intersection

Angewandte Chemie International Edition ◽

10.1002/1521-3773(20010417)40:8<1466::aid-anie1466>3.0.co;2-r ◽

2001 ◽

Vol 40 (8) ◽

pp. 1466-1468 ◽

Cited By ~ 10

Author(s):

Marco Garavelli ◽

Fernando Bernardi ◽

Vicente Moliner ◽

Massimo Olivucci

Keyword(s):

Double Bond ◽

Conical Intersection ◽

Double Bond Shift

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A method and program for accurate determination of Kováts' retention indices with special reference to multicomponent mixtures

Chromatographia ◽

10.1007/bf02282821 ◽

1973 ◽

Vol 6 (6) ◽

pp. 257-265 ◽

Cited By ~ 13

Author(s):

I. -B. Peetre

Keyword(s):

Special Reference ◽

Accurate Determination ◽

Retention Indices ◽

Multicomponent Mixtures ◽

Kováts Retention Indices

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ChemInform Abstract: Syntheses, Oxidations, and Palladium Complexes of Fluorous Dialkyl Sulfides: New Precursors to Highly Active Catalysts for the Suzuki Coupling.

ChemInform ◽

10.1002/chin.200238083 ◽

2010 ◽

Vol 33 (38) ◽

pp. no-no

Author(s):

Christian Rocaboy ◽

J. A. Gladysz

Keyword(s):

Suzuki Coupling ◽

Palladium Complexes ◽

Highly Active ◽

Dialkyl Sulfides

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Olefin Oligomerization and Isomerization Catalysts. The Preparation, Properties and Catalytic Action of Dithio Nickel(II) Complexes With Chelating Phosphines

Australian Journal of Chemistry ◽

10.1071/ch9861129 ◽

1986 ◽

Vol 39 (7) ◽

pp. 1129 ◽

Cited By ~ 15

Author(s):

KJ Cavell ◽

AF Masters

Keyword(s):

Double Bond ◽

General Formula ◽

Nickel Complexes ◽

High Specificity ◽

Catalytic Action ◽

Chelating Phosphines ◽

Olefin Oligomerization ◽

Double Bond Shift

The syntheses and properties of cationic nickel complexes containing dithio-β-diketonate and chelating bisphosphine ligands of general formula [Ni{R1C(S)CR2C(S)R3}{(PL1L2)R(PL3L4)}]X(Rj,Lj = alkyl or aryl, R = (CH2)n, n = 1-4, X = halide, BPh4, PF6, etc.) are described. The compounds are shown to be effective catalysts for the oligomerization and double bond shift isomerization of olefins with a high specificity for dimeric products rich in desirable linear and near linear isomers.

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ChemInform Abstract: THE STRUCTURES OF TWO REACTION PRODUCTS OF DI-TERT.-BUTYLACETYLENE WITH DIIRON NONACARBONYL. A NEW IRON-IRON DOUBLE BOND

Chemischer Informationsdienst ◽

10.1002/chin.197551078 ◽

1975 ◽

Vol 6 (51) ◽

pp. no-no

Author(s):

F. A. COTTON ◽

J. D. JAMERSON ◽

B. R. STULTS

Keyword(s):

Double Bond ◽

Reaction Products ◽

Iron Iron

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ChemInform Abstract: A REGIOSPECIFIC DOUBLE BOND SHIFT INDUCED BY TITANOCENE CATALYSTS

Chemischer Informationsdienst ◽

10.1002/chin.198022097 ◽

1980 ◽

Vol 11 (22) ◽

Author(s):

F. TURECEK ◽

H. ANTROPIUSOVA ◽

K. MACH ◽

V. HANUS ◽

P. SEDMERA

Keyword(s):

Double Bond ◽

Double Bond Shift

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Product distributions and isotopic selectivities in ir multiphoton dissociation of pentafluoroiodoethane

Canadian Journal of Chemistry ◽

10.1139/v81-192 ◽

1981 ◽

Vol 59 (9) ◽

pp. 1307-1310 ◽

Cited By ~ 5

Author(s):

E. Weinberg ◽

M. Gauthier ◽

P. A. Hackett ◽

C. Willis

Keyword(s):

Reaction Mechanism ◽

Bond Cleavage ◽

Thermal Dissociation ◽

Infrared Multiphoton Dissociation ◽

High Fluence ◽

Reaction Products ◽

Product Distributions ◽

Multiphoton Dissociation

Infrared multiphoton dissociation of pentafluoroiodoethane leads to a complex array of reaction products. For photolysis in the v4 band the reaction mechanism involves C2F5—I bond cleavage followed by thermal dissociation of C2F5 radicals. For irradiation within the v3 band at high fluence, efficient secondary photolysis of C2F5 radicals is postulated. At lower fluences the dissociation is isotopically selective leading to C4F10 enriched in carbon-13.

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