Double‐Bond Isomerization of Olefins

Abstract

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Acceptor Pincer Coordination Chemistry of Platinum: Reactivity Properties of (CF3PCP)Pt(L)+ (L = NC5F5, C2H4)

“…Alkene isomerization catalysis generally proceeds via metal hydride or metal-allyl hydride intermediates and involves the availability of an adjacent hydride ligand or an additional site of coordinative unsaturation to support an equilibrium between L n M(alkene) and L n −1 M(allyl)(H). Nevertheless, 7 exhibits modest alkene isomerization activity: warming a mixture of 7 and 10 equiv of 1-butene to 80 °C in 1,2-difluorobenzene produced 3.6 equiv of a ∼1:1 mixture of cis - and trans -2-butene.…”

Zirconocene-Mediated Selective C–C Bond Cleavage of Strained Carbocycles: Scope and Mechanism

“…Not surprisingly, this concept has already sparked the development of numerous innovative transformations and nowadays represents a vibrant field of activity . Among those, transition-metal-based methodologies, particularly, metal-assisted alkene isomerizations across a hydrocarbon chain, have played a preponderant role in popularizing this conceptual approach. , This property can be harnessed for the development of powerful tandem, cascade, or sequential reactions involving a site distant from the initial double bond . An additional inherent advantage of such a “zipping” process is that the chemical outcome is usually independent from the position and geometry of the initial double bond.…”