Synthesis of an enantiopure syn-benzocyclotrimer through regio-selective cyclotrimerization of a halonorbornene derivative under palladium nanocluster conditions

Shuhei Higashibayashi, Hidehiro Sakurai

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

An enantiopure syn-benzocyclotrimer 1 was selectively synthesized from an enantiopure halonorbornene 2 through regioselective cyclotrimerization catalyzed by palladium nanoclusters. The yield of 1 was dependent on the stability of the palladium clusters, which was ascertained from the appearance and TEM images of the reaction mixtures. The thus-prepared enantiopure benzocyclotrimer will serve as a key intermediate for the synthesis of C3v symmetric chiral buckybowls.

Original languageEnglish
Pages (from-to)18-19
Number of pages2
JournalChemistry Letters
Volume36
Issue number1
DOIs
Publication statusPublished - 2007 Jan 5
Externally publishedYes

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Nanoclusters
Palladium
Derivatives
Transmission electron microscopy

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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abstract = "An enantiopure syn-benzocyclotrimer 1 was selectively synthesized from an enantiopure halonorbornene 2 through regioselective cyclotrimerization catalyzed by palladium nanoclusters. The yield of 1 was dependent on the stability of the palladium clusters, which was ascertained from the appearance and TEM images of the reaction mixtures. The thus-prepared enantiopure benzocyclotrimer will serve as a key intermediate for the synthesis of C3v symmetric chiral buckybowls.",
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AB - An enantiopure syn-benzocyclotrimer 1 was selectively synthesized from an enantiopure halonorbornene 2 through regioselective cyclotrimerization catalyzed by palladium nanoclusters. The yield of 1 was dependent on the stability of the palladium clusters, which was ascertained from the appearance and TEM images of the reaction mixtures. The thus-prepared enantiopure benzocyclotrimer will serve as a key intermediate for the synthesis of C3v symmetric chiral buckybowls.

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