Stewart, Ian C. and Keitz, Benjamin K. and Kuhn, Kevin M. and Thomas, Renee M. and Grubbs, Robert H. (2010) Nonproductive Events in Ring-Closing Metathesis Using Ruthenium Catalysts. Journal of the American Chemical Society, 132 (25). pp. 8534-8535. ISSN 0002-7863 http://resolver.caltech.edu/CaltechAUTHORS:20100713-092519591
![[img]](http://authors.library.caltech.edu/style/images/fileicons/application_pdf.png)
|
PDF
- Published Version
See Usage Policy. 578Kb | |
|
PDF
- Supplemental Material
See Usage Policy. 556Kb |
Use this Persistent URL to link to this item: http://resolver.caltech.edu/CaltechAUTHORS:20100713-092519591
Abstract
The relative TONs of productive and nonproductive metathesis reactions of diethyl diallylmalonate are compared for eight different ruthenium-based catalysts. Nonproductive cross metathesis is proposed to involve a chain-carrying ruthenium methylidene. A second more-challenging substrate (dimethyl allylmethylallylmalonate) that forms a trisubstituted olefin product is used to further delineate the effect of catalyst structure on the relative efficiencies of these processes. A steric model is proposed to explain the observed trends.
| Item Type: | Article | ||||||
|---|---|---|---|---|---|---|---|
| Additional Information: | © 2010 American Chemical Society. Received April 6, 2010. Publication Date (Web): June 2, 2010. The NIH (K99GM084302 to I.C.S., 5RO1GM- 31332 to R.H.G.) for generous financial support, Hosea Nelson and Brian M. Stoltz (Caltech) for assistance with and use of their TOF-MS instrument, and Scott Virgil (Caltech Center for Catalysis and Chemical Synthesis) for assistance with automation and analytical equipment. Supporting Information Available: Experimental procedures and details of quantitative analysis. This material is available free of charge via the Internet at http://pubs.acs.org. | ||||||
| Funders: |
| ||||||
| Record Number: | CaltechAUTHORS:20100713-092519591 | ||||||
| Persistent URL: | http://resolver.caltech.edu/CaltechAUTHORS:20100713-092519591 | ||||||
| Related URLs: | |||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||
| ID Code: | 19019 | ||||||
| Collection: | CaltechAUTHORS | ||||||
| Deposited By: | Tony Diaz | ||||||
| Deposited On: | 13 Jul 2010 20:43 | ||||||
| Last Modified: | 26 Dec 2012 12:13 |
Repository Staff Only: item control page
