Direct observation of β-alkynyl eliminations from unstrained propargylic alkoxide Cu(i) complexes by C-C bond cleavage.


Journal

Chemical science
ISSN: 2041-6520
Titre abrégé: Chem Sci
Pays: England
ID NLM: 101545951

Informations de publication

Date de publication:
23 Sep 2024
Historique:
received: 07 05 2024
accepted: 17 09 2024
medline: 7 10 2024
pubmed: 7 10 2024
entrez: 7 10 2024
Statut: aheadofprint

Résumé

β-Carbon eliminations of aryl, allylic, and propargylic alkoxides of Rh(i), Pd(ii), and Cu(i) are key elementary reactions in the proposed mechanisms of homogeneously catalysed cross-coupling, group transfer, and annulation. Besides the handful of studies with isolable Rh(i)-alkoxides, β-carbon eliminations of Pd(ii)- and Cu(i)-alkoxides are less definitive. Herein, we provide a comprehensive synthetic, structural, and mechanistic study on the β-alkynyl eliminations of isolable secondary and tertiary propargylic alkoxide Cu(i) complexes, LCuOC(H)(Ph)C[triple bond, length as m-dash]CPh and LCuOC(Ar

Identifiants

pubmed: 39371453
doi: 10.1039/d4sc02982h
pii: d4sc02982h
pmc: PMC11447594
doi:

Types de publication

Journal Article

Langues

eng

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

Auteurs

Ba L Tran (BL)

Institute for Integrated Catalysis, Pacific Northwest National Laboratory Richland WA 99352 USA ba.tran@pnnl.gov bojana.ginovska@pnnl.gov simone.raugei@pnnl.gov.

Jack T Fuller (JT)

Institute for Integrated Catalysis, Pacific Northwest National Laboratory Richland WA 99352 USA ba.tran@pnnl.gov bojana.ginovska@pnnl.gov simone.raugei@pnnl.gov.

Jeremy D Erickson (JD)

Institute for Integrated Catalysis, Pacific Northwest National Laboratory Richland WA 99352 USA ba.tran@pnnl.gov bojana.ginovska@pnnl.gov simone.raugei@pnnl.gov.

Bojana Ginovska (B)

Institute for Integrated Catalysis, Pacific Northwest National Laboratory Richland WA 99352 USA ba.tran@pnnl.gov bojana.ginovska@pnnl.gov simone.raugei@pnnl.gov.

Simone Raugei (S)

Institute for Integrated Catalysis, Pacific Northwest National Laboratory Richland WA 99352 USA ba.tran@pnnl.gov bojana.ginovska@pnnl.gov simone.raugei@pnnl.gov.

Classifications MeSH