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Published February 19, 2016 | Supplemental Material
Journal Article Open

High Trans Kinetic Selectivity in Ruthenium-Based Olefin Cross-Metathesis through Stereoretention

Abstract

The first kinetically controlled, highly trans-selective (>98%) olefin cross-metathesis reaction is demonstrated using Ru-based catalysts. Reactions with either trans or cis olefins afford products with highly trans or cis stereochemistry, respectively. This E-selective olefin cross-metathesis is shown to occur between two trans olefins and between a trans olefin and a terminal olefin. Additionally, new stereoretentive catalysts have been synthesized for improved reactivity.

Additional Information

© 2016 American Chemical Society. Received: January 5, 2016. Publication Date (Web): February 3, 2016. Financial support from the Office of Naval Research (N00014-14-1-0650) and the NSF (CHE-1502616) is acknowledged. T.S.A. acknowledges support from the National Science Foundation for a Graduate Research Fellowship. Any opinion, findings, and conclusions or recommendations expressed in this material are those of the authors and do not necessarily reflect the views of the National Science Foundation. The authors declare no competing financial interest.

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August 20, 2023
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