On the Structure of Intermediates in Enyne Gold(I)-Catalyzed Cyclizations: Formation of trans-Fused Bicyclo[5.1.0]octanes as a Case Study.
DFT calculations
cycloisomerization
cyclopropanation
dienynes
gold(I) catalysis
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
01 Dec 2020
01 Dec 2020
Historique:
received:
17
09
2020
pubmed:
7
11
2020
medline:
7
11
2020
entrez:
6
11
2020
Statut:
ppublish
Résumé
The nature of cyclopropyl gold(I) carbene-type intermediates has been reexamined as part of a mechanistic study on the formation of cis- or trans-fused bicyclo[5.1.0]octanes in a gold(I)-catalyzed cascade reaction. Benchmark of DFT methods together with QTAIM theory and NBO analysis confirms the formation of distinct intermediates with carbenic or carbocationic structures in the cycloisomerizations of enynes.
Identifiants
pubmed: 33155306
doi: 10.1002/chem.202004237
pmc: PMC7756441
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
15738-15745Subventions
Organisme : Ministerio de Ciencia Tecnología y Telecomunicaciones
ID : PID2019-104815GB-I00
Organisme : H2020 European Research Council
ID : Advanced Grant No. 835080
Informations de copyright
© 2020 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
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