L. R. C. Barclay

Mount Allison University

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Melinda R. Vinqvist

Kentville Research and Development Centre

K. U. Ingold

National Research Council Canada

Steven J. Locke

National Research Council Canada

D. Griller

Steacie Institute for Molecular Sciences

Joseph Mark MacNeil

H. M. Foote

Mount Allison University

E. J. Gabe

University of Toronto

Julian M. Dust

Memorial University of Newfoundland

K. U. Ingold

Southern Illinois University Edwardsville

JoAnn VanKessel

Agricultural Research Service

Cooperative Institutions

Mount Allison University

National Research Council Canada

Dalhousie University

National Academies of Sciences, Engineering, and Medicine

Carleton University

Steacie Institute for Molecular Sciences

University of Ottawa

University of Toronto

National Institute for Nanotechnology

Ehime University

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ChemInform Abstract: MECHANISM OF REARRANGEMENT OF β‐ACYLOXYALKYL RADICALS

Chemischer Informationsdienst (1984)

L. R. C. Barclay J. Lusztyk K. U. Ingold

Abstract Die Geschwindigkeitskonstanten für die radikalische Umlagerung (Ia)‐ (IIa) werden mittels kinetischer EPR‐Spektroskopie ermittelt.

10.1002/chin.198426127

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Citations (1)

Autoxidation of micelles and model membranes. Quantitative kinetic measurements can be made by using either water-soluble or lipid-soluble initiators with water-soluble or lipid-soluble chain-breaking antioxidants

Journal of the American Chemical Society (1984)

L. R. C. Barclay Steven J. Locke Joseph Mark MacNeil JoAnn VanKessel Graham W. Burton

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAutoxidation of micelles and model membranes. Quantitative kinetic measurements can be made by using either water-soluble or lipid-soluble initiators with water-soluble or lipid-soluble chain-breaking antioxidantsL. R. C. Barclay, S. J. Locke, J. M. MacNeil, J. VanKessel, G. W. Burton, and K. U. IngoldCite this: J. Am. Chem. Soc. 1984, 106, 8, 2479–2481Publication Date (Print):April 1, 1984Publication History Published online1 May 2002Published inissue 1 April 1984https://pubs.acs.org/doi/10.1021/ja00320a066https://doi.org/10.1021/ja00320a066research-articleACS PublicationsRequest reuse permissionsArticle Views466Altmetric-Citations181LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts

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Water soluble

Autoxidation

10.1021/ja00320a066

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Citations (197)

The structure of 2,2',4,4',6,6'-hexa-tert-butylbenzil

Acta Crystallographica Section B (1981)

E. J. Gabe Y. Le Page F. L. Lee L. R. C. Barclay

HEXA

10.1107/s0567740881002495

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Citations (39)

ChemInform Abstract: AUTOXIDATION OF BIOLOGICAL MOLECULES. 2. AUTOXIDATION OF A MODEL MEMBRANE. COMPARISON OF THE AUTOXIDATION OF EGG LECITHIN PHOSPHATIDYLCHOLINE IN WATER AND IN CHLOROBENZENE

Chemischer Informationsdienst (1982)

L. R. C. Barclay K. U. Ingold

Autoxidation

Chlorobenzene

10.1002/chin.198205162

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Citations (0)

2,2',4,4',6,6'-Hexa-tert-butylazobenzene

Acta Crystallographica Section B (1980)

Y. Le Page E. J. Gabe Y. Wang L. R. C. Barclay H. L. Holm

HEXA

10.1107/s0567740880010266

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Citations (8)

Determination of propagation and termination rate constants by using an extension to the rotating-sector method: Application to PLPC and DLPC bilayers

International Journal of Chemical Kinetics (1998)

F. F. Antunes Renata Pinto L. R. C. Barclay Melinda R. Vinqvist

An extension to the rotating-sector method, which is usually applied to determine propagation and termination rate constants, is presented. The analytical treatment developed accounts for the simultaneous presence of a thermal initiation and of a first-order termination process. The applicability of the rotating-sector method is thus extended to situations where the rate in dark is higher than 5% of the rate in the presence of light, and more accurate estimates of the rate constants are obtained than before for any values of the "dark" rate. A previously published experiment on the application of the rotating-sector method to the autoxidation of styrene was reanalyzed. The estimates obtained for the propagation and the termination rate constants were 11% and 19% higher than the previous estimates, respectively. Finally, the improved rotating-sector method was also applied to the experimental determination of propagation (kp) and termination rate constants (2×kt) for both 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLPC) and 1,2-dilinoleoyl-sn-glycero-3-phosphocholine (DLPC) liposomes. The following results were obtained at 37°C: for PLPC kp =16.6 M−1s−1, and 2×kt=1.27×105 M−1s−1; for DLPC kp(intermolecular)=(13.3–13.9) M−1s−1, kp(intramolecular)=(4.7–5.4) s−1, and 2×kt=(0.99–1.05)×105 M−1s−1. The separation of the intermolecular and intramolecular propagation rate constants for DLPC was made possible both by a special adaptation of the rotating-sector equations to substrates with two oxidizable moieties, and by the experimental determination of the ratio between partially oxidized DLPC molecules (only one acyl is oxidized) and fully oxidized DLPC molecules (both acyls are oxidized). © 1998 John Wiley & Sons, Inc. Int J Chem Kinet 30: 753–767, 1998

10.1002/(sici)1097-4601(1998)30:10<753::aid-kin8>3.0.co;2-u

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Citations (14)

9,10-DIMETHYL- AND 9,10-DIPHENYL-9,10-DIHYDRO-9,10-ETHANO-ANTHRACENE BY FRIEDEL–CRAFTS CYCLIALKYLATIONS OF 1,4-DIARYLSUBSTITUTED-1,4-DIOLS

Canadian Journal of Chemistry (1965)

L. R. C. Barclay R. A. Chapman

The 1,4-diols, 2,5-diphenylhexane-2,5-diol (Ia), and 1,1,4,4-tetraphenylbutane-1,4-diol (Ib) were found to undergo intramolecular cyclodehydrations and dehydration yielding 9,10-disubstituted-9,10-dihydro-9,10-ethanoanthracenes, 2,2,5,5-tetrasubstituted-tetrahydrofurans, and 1,1,4,4-tetrasubstituted-1,3-butadienes when treated with hydrogen fluoride or aluminium chloride. No evidence could be found for intermolecular cyclialkylations of added aromatics such as benzene, anisole, or veratrole. Nuclear magnetic resonance spectra of the products are discussed.

Anisole

Friedel–Crafts reaction

Aluminium chloride

Hydrogen chloride

10.1139/v65-231

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Citations (3)

On the Antioxidant Mechanism of Curcumin: Classical Methods Are Needed To Determine Antioxidant Mechanism and Activity

Organic Letters (2000)

L. R. C. Barclay Melinda R. Vinqvist Kazuo Mukai Hideo Goto Yoshimi Hashimoto

The antioxidant activity of curcumin (1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione) was determined by inhibition of controlled initiation of styrene oxidation. Synthetic nonphenolic curcuminoids exhibited no antioxidant activity; therefore, curcumin is a classical phenolic chain-breaking antioxidant, donating H atoms from the phenolic groups not the CH2 group as has been suggested (Jovanovic et al. J. Am. Chem. Soc. 1999, 121, 9677). The antioxidant activities of o-methoxyphenols are decreased in hydrogen bond accepting media.

10.1021/ol000173t

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Citations (282)

THE TERTIARYBUTYLBENZENES: III. THE SYNTHESIS OF 2,4,6-TRI-t-BUTYLBENZOIC ACID AND THE DISSOCIATION OF DI- AND TRI-t-BUTYLBENZOIC ACIDS

Canadian Journal of Chemistry (1955)

Eileen E. Betts L. R. C. Barclay

2,4,6-Tri-t-butylbromobenzene, m.p. 177–177.5°, was prepared by the bromination of 1,3,5-tri-t-butylbenzene in the presence of silver nitrate. The reaction of 2,4,6-tri-t-butylbromobenzene and n-butyllithium gave 2,4,6-tri-t-butylphenyl-lithium, which on carbonation yielded 2,4,6-tri-t-butylbenzoic acid, m.p. 297°. A solution of this acid in fuming sulphuric acid yielded a methyl ester, m.p. 96–98°, when it was poured into absolute methanol. Similar treatment of 1,4-di-t-butylbenzene with bromine gave 2,5-di-t-butylbromobenzene, which on reaction with n-butyllithium and subsequent carbonation gave 2,5-di-t-butylbenzoic acid. The reaction of 1,3,5-tri-t-butylbenzene with acetyl chloride in the presence of aluminum chloride gave a liquid ketone, and hypohalide oxidation of this ketone yielded 3,5-tri-t-butylbenzoic acid. The ultraviolet absorption spectra of the two bromo compounds and the three acids were measured and are discussed. The considerable acid-weakening effect in 2,4,6-tri-t-butylbenzoic acid is attributed to steric hindrance to the formation of the carboxylate anion.

Butyllithium

10.1139/v55-219

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Citations (31)

Sterically Hindered Aromatic Compounds. VI. A Remote ε-Deuterium Kinetic Isotope Effect in the Solvolysis of Perdeutero-2,4,6-tri-tert-butylbenzyl Chloride

Canadian Journal of Chemistry (1975)

L. R. C. Barclay John R. Mercer Peter J. MacAulay

2,4,6-Tri-tert-butylbenzyl chloride deuterated at the three tert-butyl groups was synthesized. Conductimetric solvolysis studies of the normal and perdeutero-2,4,6-tri-tert-butylbenzyl chloride at 30.06 °C in 80% ethanol–water provides evidence for an inverse remote ε-deuterium isotope effect, k H /k D = 0.873−0.874. Under the same conditions the α-deuterium isotope effect was k H /k αD = 1.166 per deuterium, indicative of limiting solvolytic behavior. The remote ε-deuterium isotope effect for the perdeutero compound is discussed in terms of the inductive effect of deuterium and steric effects on the transition state conformation.

Solvolysis

Kinetic isotope effect

10.1139/v75-452

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Citations (3)