Head-to-Head Homocoupling of Ynamides via a Dual Activation Mode of Triple Bonds by Half-Sandwich Metal Complexes

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Reported herein is the half-sandwich Rh-mediated head-to-head homocoupling of terminal ynamides to furnish dienyl bisamido rhodacyclic complexes, where the Rh-vinyl bond was formed selectively at the alpha-carbon to the nitrogen atom. This transformation was extended to include piano-stool Ru and Ir complexes to display an analogous homocoupling reactivity. Based on density functional theory studies, the reaction was proposed to proceed via a dual activation mode of the ynamide triple bonds: (i) generation of a zwitterionic keteniminyl metal species to induce an intramolecular chloride transfer and (ii) syn-carbometallation of the second coordinated alkynes by the alkenyl metal intermediate. An oxidative transformation of the homocoupled metal complexes gave multifunctional dienyl bisamide compounds.
Publisher
AMER CHEMICAL SOC
Issue Date
2022-04
Language
English
Article Type
Article
Citation

ORGANOMETALLICS, v.41, no.7, pp.900 - 905

ISSN
0276-7333
DOI
10.1021/acs.organomet.2c00073
URI
http://hdl.handle.net/10203/296436
Appears in Collection
CH-Journal Papers(저널논문)
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