Synlett 2005(4): 545-559  
DOI: 10.1055/s-2005-862380
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

The Pauson-Khand-Type Reaction Catalyzed by Transition Metal Nanoparticles

Kang Hyun Park, Young Keun Chung*
Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea
Fax: +82(2)8890310; e-Mail: ykchung@snu.ac.kr;
Further Information

Publication History

Received 14 October 2004
Publication Date:
22 February 2005 (online)

Abstract

In this account, we survey our work on the use of ­transition metal nanoparticles as catalysts in Pauson-Khand-type reactions. Cobalt nanoparticles and Co/Ru, Co/Rh, and Co/Pd heterobimetallic nanoparticles have been used in Pauson-Khand-type reactions and related tandem reactions. In the case of Co/Ru nanoparticles, pyridylmethylformate can be used instead of carbon monoxide. We have developed environmentally friendly processes. The use of Co/Rh heterobimetallic nanoparticles allows the development of a new type of [2+2+1] cycloaddition of an α,β-unsaturated aldehyde with an alkyne.

  • 1 Introduction

  • 2 Cobalt on Mesoporous Silica: The First Heterogeneous PKR Catalyst

  • 3 Colloidal Cobalt Nanoparticles

  • 3.1 The First Use of Transition Metal Nanoparticles in the PKR

  • 3.2 The First Catalytic PKR in Aqueous Media: Water-­Stabilized Colloidal Cobalt Nanoparticles

  • 4 Immobilized Cobalt Nanoparticles on Charcoal

  • 4.1 Pauson-Khand Reaction

  • 4.2 The Catalytic Reductive Pauson-Khand Reaction

  • 5 Heterobimetallic Nanoparticles

  • 5.1 Ru/Co Heterobimetallic Nanoparticles: Catalytic Pauson-Khand Reactions in the Presence of Pyridylmethylformate

  • 5.2 Rh/Co Heterobimetallic Nanoparticles: Catalytic Pauson-Khand-Type Reaction between Alkynes and Olefinic ­Aldehydes

  • 5.3 Palladium and Cobalt Nanoparticles Immobilized on Silica: One-Pot Synthesis of Bicyclic Enones by Catalytic Allylic Alkylation and Pauson-Khand Reaction

  • 6 Use of a Combination of Cobalt Nanoparticles and Pd(II) Complex as a Catalyst in the Synthesis of Fenestranes

  • 7 Conclusion