Please use this identifier to cite or link to this item: https://scholarbank.nus.edu.sg/handle/10635/212678
Title: FUNCTIONALIZATION OF ARYL CHLORIDES AND PYRIDINE N-oxides ENABLED BY ORGANOPHOTOCATALYSIS
Authors: XU JINHUI
ORCID iD:   orcid.org/0000-0001-6832-3736
Keywords: organophotocatalysis, photocatalysts,ConPET, pyridine N-oxides,aryl chlorides,borylation
Issue Date: 10-Aug-2021
Citation: XU JINHUI (2021-08-10). FUNCTIONALIZATION OF ARYL CHLORIDES AND PYRIDINE N-oxides ENABLED BY ORGANOPHOTOCATALYSIS. ScholarBank@NUS Repository.
Abstract: In this thesis, we have realized the functionalization of aryl chlorides and pyridine N-oxides by organophotocatalysis. First, we discovered that donor-acceptor cyanoarene-based fluorophores can undergo consecutive photoinduced electron transfer (ConPET) process to access catalysts with exceedingly high reducing power. This strategy enables to activate aryl chlorides with very negative reduction potentials for C-B, C-P, and C-C bond formations to furnish a broad scope of arylboronates, arylphosphonium salts, arylphosphonates, and spirocyclic cyclohexadienes. We also developed a method of visible-light-induced alkylation/acylation of pyridine N-oxides with alkynes via organophotocatalysis. The divergent alkylating or acylating products could easily achived by simply switching between anaerobic and aerobic conditions. Over all, these methods provide opportunities to achieve previous inaccessible reactivity and transformations, including late-stage pharmaceutical functionalization. Especially for the first project, it provides a platform to further explore and understand the design principles for more potent photocatalysts based on the ConPET process.
URI: https://scholarbank.nus.edu.sg/handle/10635/212678
Appears in Collections:Ph.D Theses (Open)

Show full item record
Files in This Item:
File Description SizeFormatAccess SettingsVersion 
XuJH.pdf9.53 MBAdobe PDF

OPEN

NoneView/Download

Page view(s)

23
checked on Sep 22, 2022

Download(s)

10
checked on Sep 22, 2022

Google ScholarTM

Check


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.