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Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Stohner, Jürgen

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1365-3075
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Volume 74, Issue 1

Issues

Pauson­Khand-type reaction mediated by Rh(I) catalysts

Nakcheol Jeong
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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/ Byung Ki Sung
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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/ Jin Sung Kim
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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/ Soon Bong Park
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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/ Sung Deok Seo
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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/ Jin Young Shin
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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/ Kyu Yeol In
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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/ Yoon Kyung Choi
  • Corresponding author
  • Department of Chemistry and Division of Chemistry and Molecular Engineering, Korea University, Seoul, 136-701, Korea
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Published Online: 2009-01-01 | DOI: https://doi.org/10.1351/pac200274010085

Cocyclization of alkynes, alkenes, and carbon monoxide by transition metals (known as Pauson­Khand reaction when dicobalt octacarbonyl complexes are used) has been accepted as one of the most powerful tools in the synthesis of cyclopentenones. Despite significant progress in the various aspects of the reaction, we still needed new catalysts to expand the scope of the reaction further.

We found rhodium (I) catalysts, e.g., RhCl(PPh3)3, trans-RhCl(CO)(PPh3)2, RhCl-(CO)(dppe), and trans-[RhCl(CO)(dppp)]2, were also effective for this transformation. The scope and the efficiencies of the reaction could be tuned and expanded by the choice of catalysts. For example, we were able to devise an enantioselective PK-type reaction and a tandem strategy employing two catalysts in one pot. These results will be presented.

Conference

IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-11), International Symposium on Organometallic Chemistry Directed Toward Organic Synthesis, OMCOS, Organometallic Chemistry Directed Toward Organic Synthesis, 11th, Taipei, Taiwan, 2001-07-22–2001-07-26

About the article

Published Online: 2009-01-01

Published in Print: 2002-01-01


Citation Information: Pure and Applied Chemistry, Volume 74, Issue 1, Pages 85–91, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1351/pac200274010085.

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