Date of Award
Spring 5-15-2023
Degree Type
Thesis
Degree Name
MS Chemistry
Department
Chemistry and Biochemistry
Advisor
Joseph Badillo, PhD
Committee Member
Cecilia Marzabadi, PhD
Committee Member
Cosimo Antonacci Ph.D.
Keywords
Photoacid generator, proton-transfer, conjugate addition, carbocation catalysis
Abstract
Proton transfer is essential in many natural and chemical processes, and photoacids that undergo proton dissociation or generation upon photoirradiation can be beneficial for use in acid-sensitive reactions. This work describes the use of photoacid generators (PAGs) as tools for organic synthesis, generating strong acids upon light absorption catalyzing Michael addition reactions. Specifically, visible-light-induced PAGs were used to facilitate the 1,4-conjugate addition between indoles and vinyl ketones. Furthermore, carbocations have gained attention as Lewis acid catalysts in a variety of reactions providing good selectivity and yields. We also demonstrate the viability of in-situ photoredox-generated carbocation catalysis in the context of conjugate addition reactions.
Recommended Citation
Salem, Zena M., "Visible Light Photoacid Generator Catalyzed Michael Additions & In-situ Photoredox Generated Carbocation Catalysis" (2023). Seton Hall University Dissertations and Theses (ETDs). 3125.
https://scholarship.shu.edu/dissertations/3125
