Synthesis of Conjugated Tris- and Tetrakis (Carbazolyl) Azulenes with Intense Emission in the Visible Range.

IF 4.2 2区 化学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY
Amantay Iskanderov, Nurlan Merkhatuly, Ablaykhan Iskanderov, Saltanat Abeuova, Pavel Vojtisek
{"title":"Synthesis of Conjugated Tris- and Tetrakis (Carbazolyl) Azulenes with Intense Emission in the Visible Range.","authors":"Amantay Iskanderov, Nurlan Merkhatuly, Ablaykhan Iskanderov, Saltanat Abeuova, Pavel Vojtisek","doi":"10.3390/molecules30132797","DOIUrl":null,"url":null,"abstract":"<p><p>New conjugated carbazolyl-substituted azulenes, such as 1,2,3-tris(carbazolyl)azulene and 1,2,3,6-tetrakis(carbazolyl)azulene, were synthesized via cross-coupling reactions in high yields. The resulting compounds exhibit a significant ability to absorb and emit light in the visible region, in the range of 400 to 600 nanometers. Studies have shown that azulene with carbazolyl substituents at positions 1, 2, 3, and 6 possesses unique photophysical properties, manifested as intense emission in the blue photoluminescence region (λ<sub>PL</sub> at 444 and 490 nm), which is not observed in the original azulene. This feature arises due to the donor properties of carbazolyl substituents, which have a strong effect on the electronic structure of azulene, creating the conditions for a permitted HOMO-LUMO electronic transition.</p>","PeriodicalId":19041,"journal":{"name":"Molecules","volume":"30 13","pages":""},"PeriodicalIF":4.2000,"publicationDate":"2025-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12251248/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecules","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.3390/molecules30132797","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0

Abstract

New conjugated carbazolyl-substituted azulenes, such as 1,2,3-tris(carbazolyl)azulene and 1,2,3,6-tetrakis(carbazolyl)azulene, were synthesized via cross-coupling reactions in high yields. The resulting compounds exhibit a significant ability to absorb and emit light in the visible region, in the range of 400 to 600 nanometers. Studies have shown that azulene with carbazolyl substituents at positions 1, 2, 3, and 6 possesses unique photophysical properties, manifested as intense emission in the blue photoluminescence region (λPL at 444 and 490 nm), which is not observed in the original azulene. This feature arises due to the donor properties of carbazolyl substituents, which have a strong effect on the electronic structure of azulene, creating the conditions for a permitted HOMO-LUMO electronic transition.

可见光强发射共轭三、四基(咔唑基)偶氮烯的合成。
通过交叉偶联反应,高收率合成了1,2,3-三(咔唑基)唑烯和1,2,3,6-四(咔唑基)唑烯。所得到的化合物表现出显著的吸收和发射可见光区域的能力,在400到600纳米的范围内。研究表明,含有1、2、3、6位咔唑基取代基的唑烯具有独特的光物理性质,表现为在444和490 nm处的蓝色光致发光区(λPL)有强烈的发光,这是原来的唑烯所没有的。这一特征是由于咔唑基取代基的供体性质对偶氮烯的电子结构有很强的影响,为允许的HOMO-LUMO电子跃迁创造了条件。
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
Molecules
Molecules 化学-有机化学
CiteScore
7.40
自引率
8.70%
发文量
7524
审稿时长
1.4 months
期刊介绍: Molecules (ISSN 1420-3049, CODEN: MOLEFW) is an open access journal of synthetic organic chemistry and natural product chemistry. All articles are peer-reviewed and published continously upon acceptance. Molecules is published by MDPI, Basel, Switzerland. Our aim is to encourage chemists to publish as much as possible their experimental detail, particularly synthetic procedures and characterization information. There is no restriction on the length of the experimental section. In addition, availability of compound samples is published and considered as important information. Authors are encouraged to register or deposit their chemical samples through the non-profit international organization Molecular Diversity Preservation International (MDPI). Molecules has been launched in 1996 to preserve and exploit molecular diversity of both, chemical information and chemical substances.
×
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:604180095
Book学术官方微信