Two Cationic Antiaromatic Free-Base Corroles

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Pengfei Li, , , Fan Wu, , , Chulin Qu, , , Hidemitsu Uno*, , and , Zhen Shen*, 
{"title":"Two Cationic Antiaromatic Free-Base Corroles","authors":"Pengfei Li,&nbsp;, ,&nbsp;Fan Wu,&nbsp;, ,&nbsp;Chulin Qu,&nbsp;, ,&nbsp;Hidemitsu Uno*,&nbsp;, and ,&nbsp;Zhen Shen*,&nbsp;","doi":"10.1021/acs.orglett.5c03111","DOIUrl":null,"url":null,"abstract":"<p >The synthesis of free-base antiaromatic porphyrinoids remains a challenging task. Herein we report the first preparation of two cationic free-base antiaromatic corroles, <b>BC(H</b><sub><b>2</b></sub><b>)</b><sup><b>+</b></sup> (containing two NH moieties, slightly saddle-shaped) and <b>BC(H</b><sub><b>4</b></sub><b>)</b><sup><b>3+</b></sup> (containing four NH moieties, severely distorted saddle-shaped), utilizing a strategy of β-annulated benzene rings to suppress side reactions. The antiaromatic character of <b>BC(H</b><sub><b>2</b></sub><b>)</b><sup><b>+</b></sup> and <b>BC(H</b><sub><b>4</b></sub><b>)</b><sup><b>3+</b></sup> is robustly supported by crystallographic analysis, spectroscopic evidence, and theoretical calculations.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 39","pages":"10948–10953"},"PeriodicalIF":5.0000,"publicationDate":"2025-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c03111","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

The synthesis of free-base antiaromatic porphyrinoids remains a challenging task. Herein we report the first preparation of two cationic free-base antiaromatic corroles, BC(H2)+ (containing two NH moieties, slightly saddle-shaped) and BC(H4)3+ (containing four NH moieties, severely distorted saddle-shaped), utilizing a strategy of β-annulated benzene rings to suppress side reactions. The antiaromatic character of BC(H2)+ and BC(H4)3+ is robustly supported by crystallographic analysis, spectroscopic evidence, and theoretical calculations.

Abstract Image

Abstract Image

两种阳离子反芳香族游离碱衍生物
游离基抗芳卟啉类化合物的合成仍然是一项具有挑战性的任务。本文首次利用β环苯环抑制副反应的策略,制备了BC(H2)+(含两个NH基团,呈轻微鞍形)和BC(H4)3+(含四个NH基团,呈严重畸变鞍形)两个阳离子自由碱反芳香剂。BC(H2)+和BC(H4)3+的反芳性得到了晶体学分析、光谱证据和理论计算的有力支持。
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
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
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.
×
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