Author ORCID Identifier
Semester
Spring
Date of Graduation
2024
Document Type
Thesis
Degree Type
MS
College
Eberly College of Arts and Sciences
Department
Chemistry
Committee Chair
Margaret Hilton
Committee Member
Brian Popp
Committee Member
Gregory Dudley
Abstract
Boronic acid catalysts in combination with a Lewis base have been used in previous work to perform site-selective C–H alkylation reactions targeting the α-hydroxy C–H bond of diols through a photoredox activated hydrogen atom transfer. This is done by accessing a tetracoordinate boronic acid – Lewis base complex which then mediates the hydrogen atom transfer. The research hypothesizes that combining the boronic acid and Lewis base into one molecule not only simplifies the reaction but also has the potential to unlock C–H alkylation sites previously inaccessible. This is plausible because the Lewis base portion of the synthesized bifunctional boronic acid catalyst can participate in hydrogen bonding to a separate part of the target molecule allowing for directed long range C–H alkylation.
Recommended Citation
Ross, Matthew Ryan, "C–H Alkylation of Diol Substrates using Bifunctional Boronic Acid Catalysts" (2024). Graduate Theses, Dissertations, and Problem Reports. 12447.
https://researchrepository.wvu.edu/etd/12447