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Radicals, Mechanisms and Synthesis: A Themed Issue in Honor of...
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Special Issue "Radicals, Mechanisms and Synthesis: A Themed Issue in Honor of the Many Contributions of Prof. Dr. John C. Walton"

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: 31 December 2023 | Viewed by 2272

Special Issue Editors

Prof. Dr. John A. Murphy
E-Mail Website
Guest Editor
Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, UK
Interests: radical chemistry and electron transfer reactions – their mechanisms and applications
Dr. Eoin Martin Scanlan

E-Mail Website
Guest Editor
School of Chemistry, CRANN and AMBER Research Centres, Trinity College Dublin, Ireland
Interests: radical methodology; bioconjugation; drug discovery; peptide chemistry and glycoscience

Special Issue Information

Dear Colleagues,

John C. Walton joined the faculty of Dundee University in 1967 and moved to St. Andrews University in 1970, rising to full professor in 1997 and becoming Research Professor in 2007. He is renowned for the application of physical organic methods to organic mechanisms and for EPR spectroscopic studies of many kinds of radicals.   He has developed radical-mediated synthetic protocols including those based around: “pro-aromatic” cyclohexadienyl reagents, oxime derivatives, photoredox methods employing titanium dioxide and for research on radical enhancement of heterolysis.  He has published over 300 articles in learned journals as well as 3 books.   He was awarded the Royal Society of Chemistry Silver Medal for Organic Reaction Mechanisms in 1994 and was elected Fellow of the Royal Society of Edinburgh in 1995. 

Prof. Dr. John A. Murphy
Dr. Eoin Martin Scanlan
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • radicals
  • radical ions
  • redox
  • mechanism
  • EPR spectroscopy
  • computational methods
  • physical organic chemistry

Published Papers (2 papers)

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Review

22 pages, 4152 KiB  
Review
Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis
by
Béatrice Quiclet-Sire
and
Samir Z. Zard
Molecules 2023, 28(22), 7561; https://doi.org/10.3390/molecules28227561 - 13 Nov 2023
Viewed by 346
Abstract
The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are [...] Read more.
The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented. Full article
(This article belongs to the Special Issue Radicals, Mechanisms and Synthesis: A Themed Issue in Honor of the Many Contributions of Prof. Dr. John C. Walton)
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78 pages, 17647 KiB  
Review
Recent Advances in C–H Functionalisation through Indirect Hydrogen Atom Transfer
by
Filip S. Meger
and
John A. Murphy
Molecules 2023, 28(16), 6127; https://doi.org/10.3390/molecules28166127 - 18 Aug 2023
Viewed by 1699
Abstract
The functionalisation of C–H bonds has been an enormous achievement in synthetic methodology, enabling new retrosynthetic disconnections and affording simple synthetic equivalents for synthons. Hydrogen atom transfer (HAT) is a key method for forming alkyl radicals from C–H substrates. Classic reactions, including the [...] Read more.
The functionalisation of C–H bonds has been an enormous achievement in synthetic methodology, enabling new retrosynthetic disconnections and affording simple synthetic equivalents for synthons. Hydrogen atom transfer (HAT) is a key method for forming alkyl radicals from C–H substrates. Classic reactions, including the Barton nitrite ester reaction and Hofmann–Löffler–Freytag reaction, among others, provided early examples of HAT. However, recent developments in photoredox catalysis and electrochemistry have made HAT a powerful synthetic tool capable of introducing a wide range of functional groups into C–H bonds. Moreover, greater mechanistic insights into HAT have stimulated the development of increasingly site-selective protocols. Site-selectivity can be achieved through the tuning of electron density at certain C–H bonds using additives, a judicious choice of HAT reagent, and a solvent system. Herein, we describe the latest methods for functionalizing C–H/Si–H/Ge–H bonds using indirect HAT between 2018–2023, as well as a critical discussion of new HAT reagents, mechanistic aspects, substrate scopes, and background contexts of the protocols. Full article
(This article belongs to the Special Issue Radicals, Mechanisms and Synthesis: A Themed Issue in Honor of the Many Contributions of Prof. Dr. John C. Walton)
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