Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and their Applications in Ruthenium-Catalyzed Olefin Metathesis |
| |
| Authors: | Bouffard Jean Keitz Benjamin K Tonner Ralf Lavallo Vincent Guisado-Barrios Gregorio Frenking Gernot Grubbs Robert H Bertrand Guy |
| |
| Affiliation: | UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521, Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, and Fachbereich Chemie, Philipps-Universit?t Marburg, Hans-Meerwein-Strasse, 35032 Marburg, Germany. |
| |
| Abstract: | The formal cycloaddition between 1,3-diaza-2-azoniaallene salts and alkynes or alkyne equivalents provides an efficient synthesis of 1,3-diaryl-1H-1,2,3-triazolium salts, the direct precursors of 1,2,3-triazol-5-ylidenes. These N,N-diarylated mesoionic carbenes (MICs) exhibit enhanced stability in comparison to their alkylated counterparts. Experimental and computational results confirm that these MICs act as strongly electron-donating ligands. Their increased stability allows for the preparation of ruthenium olefin metathesis catalysts that are efficient in both ring-opening and ring-closing reactions. |
| |
| Keywords: | |
| 本文献已被 PubMed 等数据库收录！ |
|
