Article
Water soluble, chiral, verdazyl radicals derived from aldoses.
Tetrahedron
(2016)
Abstract
Condensation of 2,4-diisopropylcarbonobis(hydrazide) bis-hydrochloride with a series of aldoses gives rise to tetrazanes that can be oxidized with potassium ferricyanide to give stable verdazyl radicals in good yield. The radicals are stable under ambient conditions, and are soluble in water and polar organic solvents. Aqueous solutions are stable over a range of both acidic and basic pH and do not react significantly with ascorbic acid or hydrogen peroxide. The radicals quench fluorescence from long lived fluorophores such as pyrene, or when there is an association between the radicals and the fluorophore. These radicals thus provide the foundations of a new series of radical probes and fluorescence quenchers.
Keywords
- stable free radical,
- flourescence quencher,
- spin-probe,
- verdazyl,
- water soluble
Disciplines
Publication Date
October 13, 2016
DOI
10.1016/j.tet.2016.08.035
Publisher Statement
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Citation Information
Thanh-Ngoc Le, Harjot Grewal, Victor Changoco, Vinhly Truong, et al.. "Water soluble, chiral, verdazyl radicals derived from aldoses." Tetrahedron Vol. 72 Iss. 41 (2016) p. 6368 - 6374 ISSN: 0040-4020 Available at: http://works.bepress.com/david_brook/31/