Carbon-carbon Single Bond Activation of Quinolinyl Ketones: The Varying Effects of Substitutions

Student Author(s)

John Zona, Hope CollegeFollow

Faculty Mentor(s)

Dr. Jeffrey Johnson, Hope College

Document Type


Event Date



Carbon-carbon single bonds are some of the most inert and stable bonds in chemistry. Very few methods have been shown to break a carbon-carbon single bond, a process also described as activation. One method that has been shown to activate a carbon-carbon single bond uses a rhodium catalyst, and follows activation with an insertion of an alkene between the carbons (J. Am. Chem. Soc., 2009, 131, 412-413). This research seeks to further understand the underlying mechanism of the reaction in hopes of expanding its usability in organic synthesis. Substrates were prepared with substitutions along the aromatic ring, and alkene chain. These new substrates were utilized in kinetic studies performed using 1H NMR to determine the effects of substitution on the rate of the carbon-carbon single bond activation reaction.


This research was supported by the Research Corporation under award number 7833 and by the ACS-Petroleum Research Fund under award No. 50347-UNI1.

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