Temperature-Controlled Catalyst Recycling: New Protocols Based upon Temperature-Dependent Solubilities of Fluorous Compounds and Solid/Liquid Phase Separations

Chapter
Part of the Topics in Organometallic Chemistry book series (TOPORGAN, volume 23)

Abstract

The absolute solubilities of fluorous compounds can be tailored by varying the lengths of the (CF2)n−1CF3 (Rfn)segments. Many such compounds exhibit immense solubility increases in organic solvents or neat liquid reactantsupon heating. Suitably designed fluorous catalysts can therefore be employed under homogeneous conditionsat elevated temperatures, and recovered by solid/liquid phase separation at lower temperatures. Expensivefluorous solvents are avoided. Fluorous supports can be used to aid the recovery of small catalyst quantities,and render phase separation more efficient. Other design considerations, such as the nature of the catalystrest state, are analyzed. Examples from the authors' laboratory arising from a multi-investigatorproject on multiphase catalysis are emphasized. These include phosphine-catalyzed additions, metallacyclesyntheses and reactions, and rhodium-catalyzed hydrosilylations. Results from other laboratories are brieflydescribed.

Fluorous Hydrosilylation Palladacycles Phosphines Recycling Rhodium Teflon® Thermomorphic 

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Notes

Acknowledgments

We thank the Bundesministerium für Bildung und Forschung (BMBF) for support.

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Copyright information

© Springer-Verlag Berlin Heidelberg 2006

Authors and Affiliations

  1. 1.Institut für Organische ChemieFriedrich-Alexander-Universität Erlangen-NürnbergErlangenGermany

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