Personal profile
Research overview
My main interest is in free radicals and the development of organic syntheses and novel materials based on these species. Early work was concerned with the addition of free radicals to alkenes. Currently, my research centres in (i) the development of free radical synthetic methods based on derivatives of oximes (ii) photoredox methods with carboxylic acids (iii) boron-containing radicals (iv) the enhancement of acidity and promotion of heterolytic dissociation by radicals. These methods show promise for environmentally friendly organic preparations. Studies of radical structures and reactions by Electron Paramagnetic Resonance spectroscopy and computational methods are being successfully applied to aid in understanding radical mechanisms.
Other expertise
gas chromatographic (GC) analysis of oil shales and other aspects of organic geochemistry; coupled gas chromatography-mass spectrometry (GC-MS) of complex mixtures, particularly halogenated compounds; halogenation and perchlorination of organic and organometallic molecules
Future research
Design and 'green' production of new pharmaceuticals. Reactions N-heterocyclic carbene boranes. Kinetics and mechanisms of radical ring closures, rearrangements and cascades. Computational study of how radicals enhance the release of nucleophiles and carbo-cations.
Industrial relevance
analytical science; organic synthesis; polymer science.
Academic/Professional Qualification
Biography
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 has worked on the application of physical organic methods to organic mechanisms and is known for EPR spectroscopic studies of many kind of radicals. Recently he has been developing 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.
Profile Keywords
Biological relevance of selected free radicals; free-radical kinetic and mechanistic studies; computational study of radical behaviour
Fingerprint
- 1 Similar Profiles
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5-endo cyclizations of NHC-boraallyl radicals bearing ester substituents: characterization of derived 1,2-oxaborole radicals and boralactones
Dai, W., McFadden, T. R., Curran, D. P., Früchtl, H. A. & Walton, J. C., 21 Nov 2018, In: Journal of the American Chemical Society. 140, 46, p. 15868-15875 8 p.Research output: Contribution to journal › Article › peer-review
Open AccessFile -
Enhanced proton loss from neutral free radicals: toward carbon-centered superacids
Walton, J. C., 8 Feb 2018, In: Journal of Physical Chemistry A. 122, 5, p. 1422-1431 10 p.Research output: Contribution to journal › Article › peer-review
Open AccessFile -
Generation and structure of unique boriranyl radicals
Walton, J. C., McFadden, T. R. & Curran, D. P., 22 Nov 2017, In: Journal of the American Chemical Society. 139, 46, p. 16514-16517Research output: Contribution to journal › Article › peer-review
Open AccessFile -
Radical-enhanced acidity: why bicarbonate, carboxyl, hydroperoxyl, and related radicals are so acidic
Walton, J. C., 12 Oct 2017, In: Journal of Physical Chemistry A. 121, 40, p. 7761-7767 7 p.Research output: Contribution to journal › Article › peer-review
Open AccessFile -
Bicarbonate and alkyl carbonate radicals: structural integrity and reactions with lipid components
Buehl, M., DaBell, P., Manley, D., McCaughan, R. & Walton, J. C., 30 Dec 2015, In: Journal of the American Chemical Society. 137, 51, p. 16153–16162 10 p.Research output: Contribution to journal › Article › peer-review
Open AccessFile
Datasets
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Dealkanative Main Group Couplings Across the peri-Gap (dataset)
Kilian, P. (Creator), Taylor, L. J. (Contributor), Buehl, M. (Contributor), Chalmers, B. A. (Contributor), Ray, M. J. (Contributor), Wawrzyniak, P. (Contributor), Walton, J. C. (Contributor), Cordes, D. B. (Contributor), Slawin, A. M. Z. (Contributor) & Woollins, J. D. (Creator), University of St Andrews, 14 Dec 2017
DOI: 10.17630/e5f5d6d3-0b5e-4170-b669-abfb8c23ca13
Dataset
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Data underpinning: N- to C-Sulfonyl Photoisomerisation of Dihydropyridinones: A Synthetic and Mechanistic Study
Yeh, P.-P. (Contributor), Taylor, J. E. (Contributor), Stark, D. G. (Contributor), Daniels, D. S. B. (Contributor), Fallan, C. (Contributor), Walton, J. C. (Contributor) & Smith, A. D. (Creator), University of St Andrews, 30 Oct 2017
DOI: 10.17630/55734a8c-cebb-4a38-9175-c9288c68ec83
Dataset
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Sulfur and Phosphorus Oxyacid Radicals (dataset)
Buehl, M. (Creator), Hutson, T. (Contributor), Missio, A. (Contributor) & Walton, J. C. (Creator), University of St Andrews, 2022
DOI: 10.17630/606c8b02-b21e-47af-8872-7e50a7a44a26
Dataset
File
Projects
- 1 Finished
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Photocatalysis for Organic Synthesis: Photocatalysis for Organic Synthesis
Walton, J. (PI) & McBurney, R. (Researcher)
1/10/10 → 31/03/14
Project: Standard
Activities
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Invited talk to 10th CMR meeting St. Andrews
Walton, J. C. (Speaker)
2 Jun 2022Activity: Talk or presentation types › Invited talk
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External Examiner University of York
Walton, J. C. (External examiner)
14 Feb 2022Activity: Examination types › External examination
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External Examiner Strathclyde University
Walton, J. C. (External examiner)
9 Oct 2019 → 6 Nov 2109Activity: Examination types › External examination
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External Examiner Sheffield University
Walton, J. C. (External examiner)
26 Feb 2019Activity: Examination types › External examination
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External Examiner Strathclyde University
Walton, J. C. (External examiner)
28 Aug 2018Activity: Examination types › External examination
Prizes
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Fellow of the Royal Society of Chemistry,
Walton, J. C. (Recipient), 1991
Prize: Election to learned society
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Fellow of the Royal Society of Edinburgh,
Walton, J. C. (Recipient), 1995
Prize: Election to learned society
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Silver Medal for Organic Reaction Mechanisms, Royal Society of Chemistry, London.
Walton, J. C. (Recipient), 1994
Prize: Prize (including medals and awards)