Homogeneous Catalysis in the Reactions of Olefinic Substances.<sup>1a</sup> VI. Selective Hydrogenation of Methyl Linoleate and Isomerization of Methyl Oleate by Homogeneous Catalysis with Platinum Complexes Containing Triphenylphosphine, -arsine, or -stibine<sup>1b</sup>

Bailar, John C.; Itatani, Hiroshi

doi:10.1021/ja00983a010

Cited by 119 publications

(26 citation statements)

References 3 publications

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“…Such catalytic systems promoted the isomerization and hydrogenation of methyl oleate [51], methyl linolenate [52], and polyenes [53], as well as short-chain alkenes [54]. Such catalytic systems promoted the isomerization and hydrogenation of methyl oleate [51], methyl linolenate [52], and polyenes [53], as well as short-chain alkenes [54].…”

Section: Phosphorus-containing Catalystsmentioning

confidence: 99%

“…Because of its industrial importance, many studies have conducted in order to establish the mechanism which regulates the hydrogenation of polyunsaturated fatty acid derivatives catalyzed by the [PtX 2 (QPh 3 ) 2 ]/SnCl 2 complexes (Q = P or As, X = halogen or pseudo-halogen) [51,52]. The following observations were made: · Initial, rapid step-wise migration of double bonds takes place to give a conjugated isomer [67], which is then reduced more slowly to the corresponding monoene.…”

Section: Mechanistic Aspectsmentioning

confidence: 99%

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Palladium and Platinum

Pelagatti¹

2006

The Handbook of Homogeneous Hydrogenation

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Section: Phosphorus-containing Catalystsmentioning

confidence: 99%

Section: Mechanistic Aspectsmentioning

confidence: 99%

Palladium and Platinum

Pelagatti¹

2006

The Handbook of Homogeneous Hydrogenation

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“…Detailed attention has been given to the hydrogénation of polyunsaturated fatty acids (257,258,262,263,266,277,278; see also 348) and the course of reaction is found to depend on the nature of the catalyst. With some catalysts (e.g., Lig 2 NiX 2 ) isomerization to the conjugated system precedes hydrogénation and a trans-monosne results (258,277,278), whereas in other cases (e.g., NiCl 2 -NaBH 4 -DMF) hydrogénation occurs without initial isomerization (257,263).…”

Section: Vil the Hydrogénation Of Olefinsmentioning

confidence: 99%

The Oligomerization of Olefins and Related Reactions

Jolly

Wilke

1975

The Organic Chemistry of Nickel

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“…Double Bond. The isomerization of olefinic double bonds frequently accompanies hydrogénations (47,48). In addition, the reaction is promoted by such complexes as RhCl3 (49) (76), their salts (77), alcohols (76), and other halides (77) under extremely mild conditions (Reaction 24).…”

Section: Ch2=ch-ci + 2sncl2 ?ί(π) > Ch^ch-ch=ch2 + 2sncl3mentioning

confidence: 99%

“…In the catalysis of olefin hydrogénation, (φ3Ρ)2-Pt(CN)2-SnCl2 is ineffective while the corresponding Pd complex is active. Conversely, (</>3As)2PtCl2-SnCl2 is effective while the correspond ing Pd complex is ineffective(48). Industrial Problems.…”

mentioning

confidence: 99%

Homogeneous Catalysis: Progress, Problems, and Prospects

Stern¹

1971

Origin and Refining of Petroleum

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Research in catalysis by coordination complexes has resulted in the discovery of many new reactions and the development of several important industrial processes. Close parallels to heterogeneous and biocatalysis are indicated. Progress in reaching a detailed understanding of homogeneous catalytic reactions has been slower. Problems encountered are that nonisolable catalytic species may form in situ, kinetic studies often provide only limited mechanistic information, observed rates and products are affected strongly by media and catalyst compositions, and analogies between apparently closely related systems are frequently invalid. Difficulties in commercialization include containment of corrosive systems and product isolation from liquid media. These problems appear resolvable by currently available means. It is expected that continued research will lead to new applications and will contribute substantially to improved understanding of catalytic phenomena in general."p\uring the past decade homogeneous catalysis has progressed from an interesting novelty to its present status as a recognized field. In the interval a great deal has been said and written concerning the subject, much of it well beyond the scope of this discussion which is limited to an indication of what has been accomplished, an outline of the problems which have been encountered, and a forecast of future prospects.In the strictest sense, homogeneous catalysis involves catalytic reactions occurring in a single phase. However, as currently used, the term implies only that at least a portion of a particular reaction is known or suspected strongly to occur in the coordination sphere of a metal (most frequently a transition metal). Activation of substrates and likely the steric course of the reaction are then consequences of bonding in an in- 197Downloaded by UNIV OF CALIFORNIA SAN DIEGO on June 4, 2015 |

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Homogeneous Catalysis in the Reactions of Olefinic Substances.^1a VI. Selective Hydrogenation of Methyl Linoleate and Isomerization of Methyl Oleate by Homogeneous Catalysis with Platinum Complexes Containing Triphenylphosphine, -arsine, or -stibine^1b

Cited by 119 publications

References 3 publications

Palladium and Platinum

Palladium and Platinum

The Oligomerization of Olefins and Related Reactions

Homogeneous Catalysis: Progress, Problems, and Prospects

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Homogeneous Catalysis in the Reactions of Olefinic Substances.1a VI. Selective Hydrogenation of Methyl Linoleate and Isomerization of Methyl Oleate by Homogeneous Catalysis with Platinum Complexes Containing Triphenylphosphine, -arsine, or -stibine1b

Cited by 119 publications

References 3 publications

Palladium and Platinum

Palladium and Platinum

The Oligomerization of Olefins and Related Reactions

Homogeneous Catalysis: Progress, Problems, and Prospects

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Product

Resources

About

Homogeneous Catalysis in the Reactions of Olefinic Substances.^1a VI. Selective Hydrogenation of Methyl Linoleate and Isomerization of Methyl Oleate by Homogeneous Catalysis with Platinum Complexes Containing Triphenylphosphine, -arsine, or -stibine^1b