Confirmation of the pentadienyl/alkyne [5 + 2] cycloaddition reactivity of the Cp*Co(η5-1,2,5-trimethylpentadienyl)+ complex

Ramful, Chandika D; Konway, Zachary E.; Boudreau, Stephanie A.; Areephong, Jetsuda; Robertson, Katherine N.; Ylijoki, Kai E. O.

doi:10.1016/j.jorganchem.2016.10.015

Cited by 2 publications

(1 citation statement)

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“…While the precedent study (Scheme 42) showed that the cycloaddition reactivity of cobalt-h 5 -penta-dienyl complexes with alkynes was highly dependent on the substitution pattern of the h 5 -pentadienyl complex with substituents tolerated only at the C-1 and C-5 positions, Ylijoki et al later demonstrated that h 5 -1,2,5-trimethylpentadienyl cobalt complex 151 was highly reactive towards acetylene. [93] As shown in Scheme 43, the reaction between these two substrates led to the corresponding trisubstituted cycloheptadienyl cobalt complex 152 in 87% yield. The structure of the pentadienyl complex 151 and that of the resulting cycloheptadienyl one 152 were characterized through spectroscopic and crystallographic studies.…”

Section: [5+2] Cycloadditions Of Metal-containing 5-c Componentsmentioning

confidence: 99%

Recent Developments in the [5+2] Cycloaddition

Pellissier

2018

Adv Synth Catal

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The [5+2] cycloaddition allows the synthesis of a diversity of complex highly functionalized seven-membered products in a single step. These cycloadducts can readily be further manipulated synthetically for use in the synthesis of a number of complex natural products and important biologically active products containing seven-membered rings. In addition to the common and highly efficient [5+2] cycloadditions of (oxido)pyrylium and (oxido)pyridinium ions with various p-systems, providing an easy access to a wide range of novel heterocyclic sevenmembered rings exhibiting an oxygen or nitrogen bridge, the metal-catalyzed [5+2] cycloadditions still attract a great attention and have become one of the most popular ways of constructing seven-membered compounds. Among the most important reactions are metal-catalyzed (hetero) [5+2] cycloadditions of vinyl-substituted three-membered rings, rhodium-catalyzed [5+2] cycloadditions of 3-acyloxy-1,4-enynes, and metal-catalyzed [5+2] cycloadditions of ortho-vinylphenols and ortho-vinyl/arylanilines.

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Section: [5+2] Cycloadditions Of Metal-containing 5-c Componentsmentioning

confidence: 99%