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  Ruthenium Carbene Complexes with N,N‘-Bis(mesityl)imidazol-2-ylidene Ligands:  RCM Catalysts of Extended Scope

Fürstner, A., Thiel, O. R., Ackermann, L., Schanz, H.-J., & Nolan, S. P. (2000). Ruthenium Carbene Complexes with N,N‘-Bis(mesityl)imidazol-2-ylidene Ligands:  RCM Catalysts of Extended Scope. The Journal of Organic Chemistry, 65(7), 2204-2207. doi:10.1021/jo9918504.

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Fürstner, Alois1, Author              
Thiel, Oliver R.1, Author              
Ackermann, Lutz1, Author              
Schanz, Hans-Jörg2, Author
Nolan, Steven P.2, Author
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              
2Department of Chemistry, University of New Orleans,, New Orleans, Louisiana 70148, ou_persistent22              

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 Abstract: The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands constitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carbene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting α,β-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium:  particularly high reaction rates are observed in toluene, although this solvent also leads to an increased tendency of the catalyst to isomerize the double bonds of the substrates.

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Language(s): eng - English
 Dates: 1999-12-012000-03-092000-04-07
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jo9918504
 Degree: -

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Title: The Journal of Organic Chemistry
  Other : J. Org. Chem.
Source Genre: Journal
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Publ. Info: Washington, D.C. : American Chemical Society
Pages: 5 Volume / Issue: 65 (7) Sequence Number: - Start / End Page: 2204 - 2207 Identifier: ISSN: 0022-3263
CoNE: https://pure.mpg.de/cone/journals/resource/954925416967_1