Using ruthenium sawhorse based decarboxylation to produce industrial materials from oleic acid

Authors: Doll, Kenneth - Ken; Bantchev, Grigor; Murray, Rex

Submitted to: Great Lakes Regional American Chemical Society Symposium
Publication Type: Abstract Only
Publication Acceptance Date: 6/27/2017
Publication Date: 6/27/2017
Citation: Doll, K.M., Bantchev, G., Murray, R.E. 2017. Using ruthenium sawhorse based decarboxylation to produce industrial materials from oleic acid [abstract]. American Chemical Society Great Lakes Regional Meeting, Organic Chemistry section, GLRM 49, June 27-30, 2017, Fargo, ND. p. 5.

Interpretive Summary:

Technical Abstract: Ruthenium catalyzed isomerization and decarboxylation of 9-cis-octadecenoic acid are reported as part of the effort to produce valuable industrial materials from biobased sources. Initial studies have demonstrated the efficacy of ruthenium sawhorse materials and further mechanistic studies uncovered a tandem mechanism where isomerization is followed by decarboxylation. Mathematical kinetic models were able to accurately predict CO2 evolution and computational chemistry was able to quantify the barrier of reaction at 249 kJ mol-1. Further, the scope of the reaction was widened by demonstrations of ruthenium sawhorses acting on different linear substrates, as well as a series of electronically differing aromatic substrates.