Author ORCID Identifier

https://orcid.org/0009-0000-9941-9589

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.

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