The Schrock Carbyne-Complex [Cl₃(dme)WCCMe₃], a Highly Reactive Catalyst for the Metathesis of Alkenes^†

Corresponding Author

Dr. Karin Weiss

Laboratorium für Anorganische Chemie der Universität, Postfach 3008, D-8580 Bayreuth (FRG)

Laboratorium für Anorganische Chemie der Universität, Postfach 3008, D-8580 Bayreuth (FRG)Search for more papers by this author

Dr. Karin Weiss,

Corresponding Author

Dr. Karin Weiss

Laboratorium für Anorganische Chemie der Universität, Postfach 3008, D-8580 Bayreuth (FRG)

Laboratorium für Anorganische Chemie der Universität, Postfach 3008, D-8580 Bayreuth (FRG)Search for more papers by this author

First published: April 1986

https://doi.org/10.1002/anie.198603591

Citations: 17

^†

Investigations of Polymerization and Metathesis Reactions, Part 7.–Part 6: K. Weiss, U. Schubert, R. R. Schrock, Organometallics 5 (1986) 397.

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A metallacycle that is both an alkyl and a carbene complex is the active catalyst in the metathesis of cyclopentene and 1-octene with [Cl₃(dme)WCCMe₃] (dme = dimethoxyethane). Poly-1-pentenylene (70%) is formed from cyclopentene in 3 h at 20°C; complexes such as 1 are assumed to be key intermediates. These results explain, in particular, the steric course of metathesis reactions.

References

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9 Procedure: Poly-1-pentenylene: A solution of [Cl₃(dme)WCCMe₃] (100 mg, 0.22 mmol) in CH₂Cl₂ (5 mL) was treated at 20°C with 3 mL (32 mmol) of cyclopentene. The solution became viscous within a few minutes; after 3 h, the solution was diluted with 20 mL of CH₃OH and the poly-1-pentenylene precipitated by addition of 100 mL of CH₃OH. Yield: 1.6 g (70% referred to cyclopentene). Characterization by ¹H- and ¹³C-NMR as well as IR spectroscopy. Concentration of trans configurated double bonds: 75% (¹³C-NMR).-Metathesis of 1-octene: A solution of [Cl₃(dme)WCCMe₃] (30 mg, 0.067 mmol) in CH₂Cl₂ (5 mL) was treated with 1 mL (6.4 mmol) of 1-octene at 20°C. The reaction was monitored by gas chromatography. After 30 min, 40% of the 1-octene was converted into 7-tetradecene (¹H- and ¹³C-NMR as well as GC/MS) and ethylene (GC).
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Volume25, Issue4

April 1986

Pages 359-360

The Schrock Carbyne-Complex [Cl₃(dme)WCCMe₃], a Highly Reactive Catalyst for the Metathesis of Alkenes^†

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The Schrock Carbyne-Complex [Cl3(dme)WCCMe3], a Highly Reactive Catalyst for the Metathesis of Alkenes†

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The Schrock Carbyne-Complex [Cl₃(dme)WCCMe₃], a Highly Reactive Catalyst for the Metathesis of Alkenes^†