Tandem olefin metathesis/hydrogenation at ambient temperature: activation of ruthenium carbene complexes by addition of hydrides

Bernd Schmidt; Michael Pohler

doi:10.1039/B303441K

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Organic & Biomolecular Chemistry

Issue 14, 2003

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Tandem olefin metathesis/hydrogenation at ambient temperature: activation of ruthenium carbene complexes by addition of hydrides

Bernd Schmidt and Michael Pohler

Org. Biomol. Chem., 2003, 1, 2512-2517

DOI: 10.1039/B303441K
Received 28 Mar 2003, Accepted 02 Jun 2003
First published on the web 16 Jun 2003

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Abstract
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Sodium hydride activates ruthenium carbene complexes to catalyze hydrogenation reactions subsequent to ring closing olefin metathesis. Under these conditions, hydrogenation of cyclopentenols proceeds smoothly at ambient temperature and under 1 atm of hydrogen in toluene. An alternative protocol was developed that involves the formation of hydrogen in situ by reaction of excess sodium hydride with protic functional groups and water.

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Organic & Biomolecular Chemistry

Tandem olefin metathesis/hydrogenation at ambient temperature: activation of ruthenium carbene complexes by addition of hydrides

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