Major
Chemistry
Anticipated Graduation Year
2024
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Restricted Access
Abstract
Carbonyl-olefin metathesis (COM) is an important C-C bond forming reaction that utilizes FeCl3 as a Lewis acid catalyst. The COM reaction creates an alkene and carbonyl byproduct from a ketone-olefin pair. We previously determined that carbonyl byproducts interact with the FeCl3 catalyst to form 4:1 carbonyl:FeCl3 complexes which inhibits the reactivity of COM. Recent results suggest that the additive TMSCl forms a new species with FeCl3, preventing the termination of COM from byproduct carbonyls. Employing in-situ IR titration alongside conductivity measurements, we investigate whether other Lewis acids may participate in similar interactions with TMSCl.
Faculty Mentors & Instructors
James Devery, Ph.D., Department of Chemistry; Sophi Todtz, B.S., Graduate Student Dept. Chemistry; Clare Anderson, B.S.
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Characterizing Lewis Acid-Carbonyl Interactions in the Presence of TMSCl via In-Situ IR Titration
Carbonyl-olefin metathesis (COM) is an important C-C bond forming reaction that utilizes FeCl3 as a Lewis acid catalyst. The COM reaction creates an alkene and carbonyl byproduct from a ketone-olefin pair. We previously determined that carbonyl byproducts interact with the FeCl3 catalyst to form 4:1 carbonyl:FeCl3 complexes which inhibits the reactivity of COM. Recent results suggest that the additive TMSCl forms a new species with FeCl3, preventing the termination of COM from byproduct carbonyls. Employing in-situ IR titration alongside conductivity measurements, we investigate whether other Lewis acids may participate in similar interactions with TMSCl.