Relative rate profile for ring-closing metathesis of a series of 1-substituted 1,7-octadienes as promoted by a 4,5-dihydroimidazol-2-ylidene-coordinated ruthenium catalyst

Xin Guo; Kallol Basu; Jose A Cabral; Leo A Paquette

doi:10.1021/ol0272794

Relative rate profile for ring-closing metathesis of a series of 1-substituted 1,7-octadienes as promoted by a 4,5-dihydroimidazol-2-ylidene-coordinated ruthenium catalyst

Org Lett. 2003 Mar 20;5(6):789-92. doi: 10.1021/ol0272794.

Authors

Xin Guo¹, Kallol Basu, Jose A Cabral, Leo A Paquette

Affiliation

¹ Evans Chemical Laboratories, The Ohio State University, Columbus, Ohio 43210, USA.

PMID: 12633072
DOI: 10.1021/ol0272794

Abstract

[reaction: see text] This report details the kinetic responses of nine compounds of type 6 to ring-closing metathesis as promoted by 2 to give the identical product 7. The experimental observations have been subjected to Hammett analysis. The rho value for the composite aromatic derivatives (R = p-XC(6)H(4)-) differs from that of the aliphatic series, although both are negative because electron-donating groups accelerate the reaction.