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Keywords = urazolyl radical

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3 pages, 492 KB  
Short Note
1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
by Gary W. Breton
Molbank 2023, 2023(1), M1578; https://doi.org/10.3390/M1578 - 4 Feb 2023
Viewed by 1980
Abstract
Urazolyl radicals are a class of persistent nitrogen-centered radicals. In a previous work, we successfully formed self-assembled monolayers of substituted urazolyl radicals on gold surfaces. To extend the scope of these investigations, we sought to form a self-assembled monolayer using a urazolyl radical [...] Read more.
Urazolyl radicals are a class of persistent nitrogen-centered radicals. In a previous work, we successfully formed self-assembled monolayers of substituted urazolyl radicals on gold surfaces. To extend the scope of these investigations, we sought to form a self-assembled monolayer using a urazolyl radical species that we knew existed predominantly in the dimerized N-N form instead of existing predominantly as free N-centered radical species, as had previously been investigated. We successfully synthesized the precursor urazole compound needed to generate the desired urazolyl radical, and completely characterized its structure. Most importantly, it was determined that the alkyne functional group that is needed to adhere to the gold surface remained intact. Unfortunately, however, we only obtained ambiguous results from attempts at forming self-assembled monolayers of this species on gold. Full article
(This article belongs to the Section Structure Determination)
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5 pages, 1992 KB  
Communication
1-(4-{[3,5-bis({[3,5-Dimethyl-4-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-phenoxy]methyl})phenyl]methoxy}-2,6-dimethyl-phenyl)-4-methyl-1,2,4-triazolidine-3,5-dione
by Gary W. Breton and James Alexander Bowron
Molbank 2023, 2023(1), M1535; https://doi.org/10.3390/M1535 - 27 Dec 2022
Cited by 1 | Viewed by 2728
Abstract
Appropriately substituted N-centered urazolyl radicals are capable of generating interesting cage-like structures upon forming N-N bonds. The radicals are generated by the oxidation of the corresponding NH urazole precursors. We synthesized a triurazole precursor that we hoped would dimerize through the formation of [...] Read more.
Appropriately substituted N-centered urazolyl radicals are capable of generating interesting cage-like structures upon forming N-N bonds. The radicals are generated by the oxidation of the corresponding NH urazole precursors. We synthesized a triurazole precursor that we hoped would dimerize through the formation of three N-N bonds to afford a large molecular cage. Unfortunately, the attempts at the oxidation of the urazoles to form urazolyl radicals instead only lead to random oligomerization, forming plastic-like materials rather than the desired cages. Full article
(This article belongs to the Collection Heterocycle Reactions)
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