偶氮苯衍生亚胺分子内氢键的光电调节

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-06-03 DOI:10.1016/j.tetlet.2025.155686

Huiping Wu, Jingwen Zhang, Chengxi Zhao, Fei Tong, Ruirui Gu

{"title":"偶氮苯衍生亚胺分子内氢键的光电调节","authors":"Huiping Wu, Jingwen Zhang, Chengxi Zhao, Fei Tong, Ruirui Gu","doi":"10.1016/j.tetlet.2025.155686","DOIUrl":null,"url":null,"abstract":"<div><div>Janus-type azobenzene-derived imines featuring intramolecular hydrogen bonds have been successfully synthesized and characterized. Crystal structures of these imines have been obtained, revealing that two of them exhibit hydrogen bonding at the azo‑nitrogen, which can be switched to the imine nitrogen following photo-induced conformational flipping of the azobenzene unit. This switching behavior holds significant promise for the design of photo-responsive constitutional dynamic imine libraries.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"168 ","pages":"Article 155686"},"PeriodicalIF":1.5000,"publicationDate":"2025-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photomodulation of intramolecular hydrogen bonding in azobenzene-derived imines\",\"authors\":\"Huiping Wu, Jingwen Zhang, Chengxi Zhao, Fei Tong, Ruirui Gu\",\"doi\":\"10.1016/j.tetlet.2025.155686\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Janus-type azobenzene-derived imines featuring intramolecular hydrogen bonds have been successfully synthesized and characterized. Crystal structures of these imines have been obtained, revealing that two of them exhibit hydrogen bonding at the azo‑nitrogen, which can be switched to the imine nitrogen following photo-induced conformational flipping of the azobenzene unit. This switching behavior holds significant promise for the design of photo-responsive constitutional dynamic imine libraries.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"168 \",\"pages\":\"Article 155686\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-06-03\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403925002357\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925002357","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

本文成功合成了具有分子内氢键的双型偶氮苯衍生亚胺。得到了这些亚胺的晶体结构，发现其中两种亚胺在偶氮氮上表现出氢键，在偶氮苯单元的光诱导构象翻转后可以切换到亚胺氮上。这种切换行为对设计光响应的结构动态图像库具有重要的意义。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photomodulation of intramolecular hydrogen bonding in azobenzene-derived imines

查看原文本刊更多论文

Photomodulation of intramolecular hydrogen bonding in azobenzene-derived imines

Janus-type azobenzene-derived imines featuring intramolecular hydrogen bonds have been successfully synthesized and characterized. Crystal structures of these imines have been obtained, revealing that two of them exhibit hydrogen bonding at the azo‑nitrogen, which can be switched to the imine nitrogen following photo-induced conformational flipping of the azobenzene unit. This switching behavior holds significant promise for the design of photo-responsive constitutional dynamic imine libraries.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.