1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione

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 r...

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Main Author: Gary W. Breton
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2023/1/M1578
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author Gary W. Breton
author_facet Gary W. Breton
author_sort Gary W. Breton
collection DOAJ
description 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 <i>N</i>-<i>N</i> form instead of existing predominantly as free <i>N</i>-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.
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spelling doaj.art-402b99e11276477e8c262f8c1a1e36a12023-11-17T12:49:41ZengMDPI AGMolbank1422-85992023-02-0120231M157810.3390/M15781-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dioneGary W. Breton0Department of Chemistry and Biochemistry, Berry College, Mount Berry, GA 30149, USAUrazolyl 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 <i>N</i>-<i>N</i> form instead of existing predominantly as free <i>N</i>-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.https://www.mdpi.com/1422-8599/2023/1/M1578urazoleradicalurazolyl radicalSAM
spellingShingle Gary W. Breton
1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
Molbank
urazole
radical
urazolyl radical
SAM
title 1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
title_full 1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
title_fullStr 1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
title_full_unstemmed 1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
title_short 1-[2,6-Dimethyl-4-(pent-4-yn-1-yloxy)phenyl]-4-phenyl-1,2,4-triazolidine-3,5-dione
title_sort 1 2 6 dimethyl 4 pent 4 yn 1 yloxy phenyl 4 phenyl 1 2 4 triazolidine 3 5 dione
topic urazole
radical
urazolyl radical
SAM
url https://www.mdpi.com/1422-8599/2023/1/M1578
work_keys_str_mv AT garywbreton 126dimethyl4pent4yn1yloxyphenyl4phenyl124triazolidine35dione