Catalytic intermolecular Pauson-Khand-type reaction: Strong directing effect of pyridylsilyl and pyrimidylsilyl groups and isolation of Ru complexes relevant to catalytic reaction

Kenichiro Itami, Koichi Mitsudo, Kazuyoshi Fujita, Youichi Ohashi, Jun Ichi Yoshida

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

Some circumstantial evidence for the directing effect of the 2-pyhdylsilyl group in the Ru-catalyzed intermolecular Pauson-Khand-type reaction (PKR) of alkenyl(2-pyridyl)silane, alkyne, and carbon monoxide has been provided. Most importantly, we have succeeded in isolating several monometallic Ru complexes relevant to the catalytic reaction: Ru(vinylsilane)(CO)3 complexes and ruthenacyclopentene. While the stoichimetric reaction of the Ru(vinylsilane)(CO)3 complex with an alkyne led to the formation of the corresponding cyclopentenone (PKR product) at 100 °C, the ruthenacyclopentene intermediate was quantitatively produced at 50 °C. This complex was also converted to a cyclopentenone upon heating at 100 °C. Moreover, it was also found that the Ru(vinylsilane)(CO)3 complex and ruthenacyclopentene serve as catalysts in intermolecular PKR.

Original languageEnglish
Pages (from-to)11058-11066
Number of pages9
JournalJournal of the American Chemical Society
Volume126
Issue number35
DOIs
Publication statusPublished - Sep 8 2004
Externally publishedYes

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Carbon Monoxide
Silanes
Reaction products
Carbon monoxide
Heating
Catalysts
Alkynes
vinylsilane
cyclopentenone

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Catalytic intermolecular Pauson-Khand-type reaction : Strong directing effect of pyridylsilyl and pyrimidylsilyl groups and isolation of Ru complexes relevant to catalytic reaction. / Itami, Kenichiro; Mitsudo, Koichi; Fujita, Kazuyoshi; Ohashi, Youichi; Yoshida, Jun Ichi.

In: Journal of the American Chemical Society, Vol. 126, No. 35, 08.09.2004, p. 11058-11066.

Research output: Contribution to journalArticle

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abstract = "Some circumstantial evidence for the directing effect of the 2-pyhdylsilyl group in the Ru-catalyzed intermolecular Pauson-Khand-type reaction (PKR) of alkenyl(2-pyridyl)silane, alkyne, and carbon monoxide has been provided. Most importantly, we have succeeded in isolating several monometallic Ru complexes relevant to the catalytic reaction: Ru(vinylsilane)(CO)3 complexes and ruthenacyclopentene. While the stoichimetric reaction of the Ru(vinylsilane)(CO)3 complex with an alkyne led to the formation of the corresponding cyclopentenone (PKR product) at 100 °C, the ruthenacyclopentene intermediate was quantitatively produced at 50 °C. This complex was also converted to a cyclopentenone upon heating at 100 °C. Moreover, it was also found that the Ru(vinylsilane)(CO)3 complex and ruthenacyclopentene serve as catalysts in intermolecular PKR.",
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AU - Yoshida, Jun Ichi

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