tert-Butyl hydroperoxide mediated Wacker-type oxidations: taking advantage of hexafluoro-2-propanol for challenging substrates

Calum Maguire; Qun Cao; Selena C L Gilmer; Bill C Hawkins; Peter C Knipe; Mark J Muldoon

doi:10.1039/d5ob01683e

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tert-Butyl hydroperoxide mediated Wacker-type oxidations: taking advantage of hexafluoro-2-propanol for challenging substrates

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tert-Butyl hydroperoxide mediated Wacker-type oxidations: taking advantage of hexafluoro-2-propanol for challenging substrates

Calum Maguire, Qun Cao, Selena C L Gilmer, Bill C Hawkins, Peter C Knipe and Mark J Muldoon

Organic & biomolecular chemistry

09/04/2026

DOI: https://doi.org/10.1039/d5ob01683e

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https://hdl.handle.net/10523/50482

Abstract

Wacker-type oxidation of alkene substrates containing heteroatoms, such as allylic ethers, is challenging. Herein we describe the use of a dicationic Pd(II) complex, with tert-butyl hydroperoxide (TBHP) as the oxidant and how hexafluoro-2-propanol (HFIP) can improve performance. A series of substituted O-allylphenols and more complex derivatives were studied.

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Record Identifier: 9926854613401891
Title: tert-Butyl hydroperoxide mediated Wacker-type oxidations: taking advantage of hexafluoro-2-propanol for challenging substrates
Creators: Calum Maguire
Qun Cao
Selena C L Gilmer
Bill C Hawkins
Peter C Knipe
Mark J Muldoon
Academic Unit: Chemistry
Publication Details: Organic & biomolecular chemistry
Publisher: Royal Society of Chemistry
Date published ; e-published: 09/04/2026
Grant note: Department for the Economy, Northern Ireland Studentship
Copyright: Copyright © The Author(s) 2026. This work was first published in Organic & Biomolecular Chemistry (Royal Society of Chemistry). This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 International License (https://www.creativecommons.org/licenses/by/4.0/), which permits unrestricted use, sharing, adaptation, distribution and reproduction in any medium or format, provided that the original work is properly attributed to the creator(s) and the source, a link to the Creative Commons license is provided, and any changes made are indicated.
Language: English
Resource Type ; Subtype: Journal article