{"title":"Comparative Study of Trifunctionalization for Enhanced Energy and Thermal Stability in Zwitterionic Fused Triazole Skeletons","authors":"Zhe Wang, Hui Zhang, Yingqi Xia, Qi Lai, Ping Yin, Siping Pang","doi":"10.1021/acs.orglett.4c04775","DOIUrl":null,"url":null,"abstract":"In this work, two energetic compounds 5-(3-iminio-6-nitro-3H-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazol-2(7<i>H</i>)-yl)tetrazol-1-ide (<b>TT</b>) and 3-nitro-7-(2<i>H</i>-tetrazol-5-yl)-7<i>H</i>-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazol-6-amine (<b>FT</b>) were successfully synthesized from the same compound 3,6,7-triamino-7<i>H</i>-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazolium (<b>TATOT</b>). Both compounds contain three explosophores, amino, nitro, and tetrazole, on the fused ring. Through different functional group arrangements, <b>TT</b> possesses higher density and good thermal stability. <b>FT</b> exhibits a low sensitivity to mechanical stimulation. Both compounds show promising energetic performance properties.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"5 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.4c04775","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
In this work, two energetic compounds 5-(3-iminio-6-nitro-3H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-2(7H)-yl)tetrazol-1-ide (TT) and 3-nitro-7-(2H-tetrazol-5-yl)-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-6-amine (FT) were successfully synthesized from the same compound 3,6,7-triamino-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazolium (TATOT). Both compounds contain three explosophores, amino, nitro, and tetrazole, on the fused ring. Through different functional group arrangements, TT possesses higher density and good thermal stability. FT exhibits a low sensitivity to mechanical stimulation. Both compounds show promising energetic performance properties.
期刊介绍：
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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