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Título

Reaction of [TpRh(C2H4)2] with dimethyl acetylenedicarboxylate: identification of intermediates of the [2+2+2] alkyne and alkyne-ethylene cyclo(co)trimerizations

AutorBottari, Giovanni CSIC ORCID; Santos, Laura L. CSIC ORCID; Posadas, Cristina M.; Campos, Jesús CSIC ORCID CVN; Mereiter, Kurt; Paneque, Margarita CSIC ORCID
Palabras claveScorpionate ligands
Cyclotrimerization
Cycloaddition
Alkynes
Rhodium
Fecha de publicación18-ago-2016
EditorJohn Wiley & Sons
CitaciónChemistry - a European Journal 22(38): 13715-13723 (2016)
ResumenThe reaction between the bis(ethylene) complex [TpRh(CH)], 1, (Tp=hydrotris(pyrazolyl)borate), and dimethyl acetylenedicarboxylate (DMAD) has been studied under different experimental conditions. A mixture of products was formed, in which TpRh species were prevalent, whereas the presence of trapping agents, like water or acetonitrile, allowed for the stabilization and isolation of octahedral TpRh compounds. An excess of DMAD gave rise to a small amount of the [2+2+2] cyclotrimerization product hexamethyl mellitate (6). Although no catalytic application of 1 was achieved, mechanistic insights shed light on the formation of stable rhodium species representing the resting state of the catalytic cycle of rhodium-mediated [2+2+2] cyclo(co)trimerization reactions. Metallacyclopentene intermediate species, generated from the activation of one alkyne and one ethylene molecule from 1, and metallacyclopentadiene species, formed by oxidative coupling of two alkynes to the rhodium centre, are crucial steps in the pathways leading to the final organometallic and organic products.
Versión del editorhttps://doi.org/10.1002/chem.201601927
URIhttp://hdl.handle.net/10261/190298
DOI10.1002/chem.201601927
ISSN0947-6539
E-ISSN1521-3765
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