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Reactivity of terminal phenylpentenes in a ruthenium-catalyzed cross-metathesis reaction: construction of linear bifunctional C-8 alkenes

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Abstract

In the present study the behavior of 1-functionalized 2-phenylpent-4-enes in the presence of ruthenium-based metathesis catalysts was investigated. The experimental observations revealed that the outcome of the reaction depends very much on the combination of olefinic partners used in the reaction; only certain combinations delivered satisfactory amounts of unsymmetrical cross-metathesis products, i.e., bifunctional C-8 alkenes.

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Acknowledgments

The Ministry of Higher Education, Science and Technology of the Republic of Slovenia and the Slovenian Research Agency (P1-0230-0103) are gratefully acknowledged for their financial support. This work was performed and financed as a part of the EN → FIST Centre of Excellence. Dr. B. Kralj and Dr. D. Žigon (Center for Mass Spectroscopy, Jožef Stefan Institute, Ljubljana, Slovenia) are gratefully acknowledged for the mass measurements.

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Authors and Affiliations

  1. Faculty of Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva 5, SI-1000, Ljubljana, Slovenia

    Bogdan Štefane & Franc Požgan

  2. EN-FIST Centre of Excellence, Dunajska 156, SI-1000, Ljubljana, Slovenia

    Bogdan Štefane & Franc Požgan

Authors
  1. Bogdan Štefane
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  2. Franc Požgan
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Correspondence to Franc Požgan.

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This work is dedicated to Professor Slovenko Polanc on the occasion of his 65th birthday.

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Štefane, B., Požgan, F. Reactivity of terminal phenylpentenes in a ruthenium-catalyzed cross-metathesis reaction: construction of linear bifunctional C-8 alkenes. Monatsh Chem 144, 633–640 (2013). https://doi.org/10.1007/s00706-012-0905-3

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  • DOI: https://doi.org/10.1007/s00706-012-0905-3

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