Xiaodong Yang , Haishuang Li , Dong Shao , Gang He
{"title":"基于碳硼烷的硫族融合吩嗪用于可见光诱导的ATRP†","authors":"Xiaodong Yang , Haishuang Li , Dong Shao , Gang He","doi":"10.1039/d3cc01823g","DOIUrl":null,"url":null,"abstract":"<div><p>A series of carborane derivatives (<em>o</em>-CB-DPE, E = O, S, Se) were synthesized through a combining of the σ characteristic <em>o</em>-carborane and chalcogen-fused phenazines. The UV-Vis spectroscopy and cyclic voltammetry results showed that <em>o</em>-CB-DPEs have a visible light absorption (<em>λ</em> > 390 nm), narrow energy gap (∼2.93 eV), and stable radical cation species. The radical cation formation process of these was proved by spectroelectrochemistry and chemical oxidation with AgSbF<sub>6</sub>. Based on the above advantages, <em>o</em>-CB-DPS showed an excellent performance on ATRP (<em>Đ</em> = 1.12, C<sub>(MMA)</sub> = 97%) due to the long radical cation lifetime (700 s). These results prove that combining carborane and chalcogen-fused phenazine is a feasible method to improve the efficiency of metal-free photocatalytic ATRP.</p></div>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":"59 49","pages":"Pages 7643-7646"},"PeriodicalIF":4.3000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Carborane based chalcogen-fused phenazines for visible light induced ATRP†\",\"authors\":\"Xiaodong Yang , Haishuang Li , Dong Shao , Gang He\",\"doi\":\"10.1039/d3cc01823g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A series of carborane derivatives (<em>o</em>-CB-DPE, E = O, S, Se) were synthesized through a combining of the σ characteristic <em>o</em>-carborane and chalcogen-fused phenazines. The UV-Vis spectroscopy and cyclic voltammetry results showed that <em>o</em>-CB-DPEs have a visible light absorption (<em>λ</em> > 390 nm), narrow energy gap (∼2.93 eV), and stable radical cation species. The radical cation formation process of these was proved by spectroelectrochemistry and chemical oxidation with AgSbF<sub>6</sub>. Based on the above advantages, <em>o</em>-CB-DPS showed an excellent performance on ATRP (<em>Đ</em> = 1.12, C<sub>(MMA)</sub> = 97%) due to the long radical cation lifetime (700 s). These results prove that combining carborane and chalcogen-fused phenazine is a feasible method to improve the efficiency of metal-free photocatalytic ATRP.</p></div>\",\"PeriodicalId\":67,\"journal\":{\"name\":\"Chemical Communications\",\"volume\":\"59 49\",\"pages\":\"Pages 7643-7646\"},\"PeriodicalIF\":4.3000,\"publicationDate\":\"2023-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemical Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S135973452302699X\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S135973452302699X","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Carborane based chalcogen-fused phenazines for visible light induced ATRP†
A series of carborane derivatives (o-CB-DPE, E = O, S, Se) were synthesized through a combining of the σ characteristic o-carborane and chalcogen-fused phenazines. The UV-Vis spectroscopy and cyclic voltammetry results showed that o-CB-DPEs have a visible light absorption (λ > 390 nm), narrow energy gap (∼2.93 eV), and stable radical cation species. The radical cation formation process of these was proved by spectroelectrochemistry and chemical oxidation with AgSbF6. Based on the above advantages, o-CB-DPS showed an excellent performance on ATRP (Đ = 1.12, C(MMA) = 97%) due to the long radical cation lifetime (700 s). These results prove that combining carborane and chalcogen-fused phenazine is a feasible method to improve the efficiency of metal-free photocatalytic ATRP.
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