A Macrocyclic Ruthenium Carbene for Size-Selective Alkene Metathesis.

J Am Chem Soc

Department of Chemistry , University at Buffalo, the State University of New York, Amherst , New York 14260-3000 , United States.

Published: February 2020

The synthesis of a macrocyclic Ru carbene catalyst for selective cross alkene metathesis is reported. The new catalyst showed different reactivity for various type 1 alkenes in homodimerization which correlated with the aggregrate size of the allylic substituent. The altered reactivity profile allowed for selective product formation in competition cross alkene metathesis between two different type 1 alkenes and -butyl acrylate. Selectivity in these reactions is attributed to the ability of the macrocyclic catalyst to differentiate alkenes based on their size. Two preparative examples of cross metathesis with the macrocyclic catalyst are also provided.

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http://dx.doi.org/10.1021/jacs.0c00081DOI Listing

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