Date of Award
2018
Degree Type
Thesis
Degree Name
Master of Science (MS)
Department
Chemistry
Abstract
Iron(III)-catalyzed carbonyl-olefin ring-closing metathesis represents a new approach toward the assembly of molecules traditionally generated by olefinˆ’olefin metathesis or olefination. Herein, we report detailed synthetic, spectroscopic, kinetic, and computational studies to determine the mechanistic features imparted by iron(III), substrate, and temperature to the catalytic cycle. These data are consistent with an iron(III)-mediated asynchronous, concerted [2+2]-cycloaddition to form an intermediate oxetane as the turnover-limiting step. Fragmentation of the oxetane via Lewis acid-activation results in the formation of five- and six-membered unsaturated carbocycles.
Recommended Citation
Phan, Susan, "Mechanistic Investigations of the Iron(iii)-Catalyzed Carbonyl-Olefin Metathesis Reaction" (2018). Master's Theses. 3700.
https://ecommons.luc.edu/luc_theses/3700
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Copyright Statement
Copyright © 2018 Susan Phan
