Addressing Synthetic Complexity in Conjugated Polymers: New Synthetic Methods for the Acceptor Units 2,1,3‐benzothiadiazole, 2,3‐dihexylquinoxaline, and 2H‐benzotriazole

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC
Wyatt D. Wilcox, Hunter V. Hanson, Maxwell Bultman, Seth C. Rasmussen
{"title":"Addressing Synthetic Complexity in Conjugated Polymers: New Synthetic Methods for the Acceptor Units 2,1,3‐benzothiadiazole, 2,3‐dihexylquinoxaline, and 2H‐benzotriazole","authors":"Wyatt D. Wilcox, Hunter V. Hanson, Maxwell Bultman, Seth C. Rasmussen","doi":"10.1002/ejoc.202500379","DOIUrl":null,"url":null,"abstract":"In an attempt to address the growing problem of synthetic complexity in conjugated organic polymers, the synthesis of the common acceptor units 2,1,3‐benzothiadiazole (BTD), quinoxaline (Qx), and 2H‐benzotriazole (BTA) have been revisited, along with their dibromo derivatives necessary for use in catalytic cross‐coupling. In addition to reducing the total number of synthetic steps, efforts have been made to reduce hazardous reagents and simplify purification. Synthetic complexity index values for both established and newly reported methods are then generated in order to provide a qualitative evaluation of the reduced contribution of these common building blocks to the synthetic complexity of all materials that contain them.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"42 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2025-04-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202500379","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

In an attempt to address the growing problem of synthetic complexity in conjugated organic polymers, the synthesis of the common acceptor units 2,1,3‐benzothiadiazole (BTD), quinoxaline (Qx), and 2H‐benzotriazole (BTA) have been revisited, along with their dibromo derivatives necessary for use in catalytic cross‐coupling. In addition to reducing the total number of synthetic steps, efforts have been made to reduce hazardous reagents and simplify purification. Synthetic complexity index values for both established and newly reported methods are then generated in order to provide a qualitative evaluation of the reduced contribution of these common building blocks to the synthetic complexity of all materials that contain them.
解决共轭聚合物合成的复杂性:受体单元2,1,3‐苯并噻唑、2,3‐二己基喹啉和2H‐苯并三唑的新合成方法
为了解决共轭有机聚合物合成复杂性日益增加的问题,我们重新研究了共同受体单位2,1,3‐苯并噻唑(BTD)、喹诺啉(Qx)和2H‐苯并三唑(BTA)的合成,以及它们在催化交叉偶联中所必需的二溴衍生物。除了减少合成步骤的总数外,还努力减少有害试剂和简化纯化。然后生成已建立的和新报告的方法的合成复杂性指数值,以便对这些共同构建块对包含它们的所有材料的合成复杂性的减少贡献提供定性评估。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信