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Relative Reaction Rates of Olefin Substrates with Ruthenium(II) Carbene Metathesis Initiators

Ulman, Michael and Grubbs, Robert H. (1998) Relative Reaction Rates of Olefin Substrates with Ruthenium(II) Carbene Metathesis Initiators. Organometallics, 17 (12). pp. 2484-2489. ISSN 0276-7333. http://resolver.caltech.edu/CaltechAUTHORS:20180518-141319051

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Abstract

The metathesis of terminal olefins having different steric bulk and different geometries as well as electronically different para-substituted styrenes was studied with the ruthenium-based metathesis initiators trans-(PCy_3)_2Cl_2RuCHR. Bulkier olefins were found to react slower, and trans internal olefins were found to be slower than cis. The kinetic product of all reactions was found to be the alkylidene rather than the methylidene. Observed effects were used to explain the mechanism of ring-opening cross metathesis. No linear electronic effects were observed.


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https://dx.doi.org/10.1021/om9710172DOIArticle
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Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 1998 American Chemical Society. Received November 19, 1997. We thank Dr. Eric L. Dias, Dr. Bob R. Maughon, Dr. Tomás R. Belderrain, and Dr. Andrew T. Morehead, Jr., for helpful discussions. We also thank the National Science Foundation for financial support.
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Record Number:CaltechAUTHORS:20180518-141319051
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20180518-141319051
Official Citation:Relative Reaction Rates of Olefin Substrates with Ruthenium(II) Carbene Metathesis Initiators1 Michael Ulman and Robert H. Grubbs Organometallics 1998 17 (12), 2484-2489 DOI: 10.1021/om9710172
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:86461
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Deposited By: George Porter
Deposited On:21 May 2018 15:52
Last Modified:21 May 2018 15:52

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