Rhenium-catalyzed formation of indene frameworks via C-H bond activation

[3+2] Annulation of aromatic aldimines and acetylenes

Yoichiro Kuninobu, Atsushi Kawata, Kazuhiko Takai

Research output: Contribution to journalArticle

191 Citations (Scopus)

Abstract

A rhenium complex, [ReBr(CO)3(thf)]2, catalyzes the reaction of an aromatic aldimine with an acetylene to give an indene derivative in a quantitative yield. The reaction proceeds via C-H bond activation, insertion of the acetylene, intramolecular nucleophilic cyclization, and reductive elimination. In contrast to ruthenium and rhodium catalysts, which are usually employed in this type of reaction, the rhenium catalyst promotes the intramolecular nucleophilic cyclization of the alkenylmetal species generated by insertion of the acetylene.

Original languageEnglish
Pages (from-to)13498-13499
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number39
DOIs
Publication statusPublished - Oct 5 2005
Externally publishedYes

Fingerprint

Rhenium
Acetylene
Alkynes
Chemical activation
Cyclization
Rhodium
Catalysts
Ruthenium
Carbon Monoxide
Derivatives
indene

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Rhenium-catalyzed formation of indene frameworks via C-H bond activation : [3+2] Annulation of aromatic aldimines and acetylenes. / Kuninobu, Yoichiro; Kawata, Atsushi; Takai, Kazuhiko.

In: Journal of the American Chemical Society, Vol. 127, No. 39, 05.10.2005, p. 13498-13499.

Research output: Contribution to journalArticle

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