Nosse, Bernd and Schall, Andreas and Jeong, Won Boo and Reiser, Oliver (2005) Optimization of Ring-Closing Metathesis: Inert Gas Sparging and Microwave Irradiation. Advanced Synthesis & Catalysis 347 (14), pp. 1869-1874.
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Other URL: http://dx.doi.org/10.1002/adsc.200505137
A systematic study of a ring-closing metathesis towards a tetrasubstituted double bond as part of a seven-membered ring in a 5.7.5-tricyclic guaianolide system is described. By combining two techniques, namely sparging an inert gas through the solution together with dielectric heating via microwave irradiation a high-yielding ring-closing metathesis reaction in this particularly challenging case was achieved. The results obtained compare favorably with conventional heating conditions or with microwave irradiation in a closed system. The key aspects seem to be that rapid microwave irradiation diminishes catalyst decay by allowing the required high reaction temperature to be reached quickly and homogeneously and thereby providing enough energy for a successful metathesis reaction, while inert gas sparging is purging off evolving ethylene to shift the equilibrium to the product.
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser|
|Keywords:||homogeneous catalysis; metathesis; microwave irradiation; ring-closing metathesis; ruthenium; tetrasubstituted olefin|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Yes|
|Owner:||Helge Knüttel (ADMIN)|
|Deposited On:||05 Sep 2006|
|Last Modified:||05 Aug 2009 15:22|
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