磷酰基和氨基甲酰基基吡啶功能化中区域选择性开关的起源

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2025-01-08 DOI:10.1002/ajoc.202400701
Dr. Lingfei Hu, Wenyao Ding, Wei Liu, Limeng Wang, Dr. Xiangying Lv, Prof. Gang Lu
{"title":"磷酰基和氨基甲酰基基吡啶功能化中区域选择性开关的起源","authors":"Dr. Lingfei Hu,&nbsp;Wenyao Ding,&nbsp;Wei Liu,&nbsp;Limeng Wang,&nbsp;Dr. Xiangying Lv,&nbsp;Prof. Gang Lu","doi":"10.1002/ajoc.202400701","DOIUrl":null,"url":null,"abstract":"<p>The origins of regioselectivity switch in pyridinium phosphinoylation and carbamoylation were computationally investigated using energy decomposition analysis. The results reveal that the preference for regioselectivity arises from distinct intermolecular interactions between phosphinoyl/carbamoyl radicals and pyridinium derivatives. The ortho-methoxy group on pyridinium remodulates different types of intermolecular interactions, exhibiting an opposite trend in its influence on para versus ortho selectivity.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Origin of Regioselectivity Switch in Pyridinium Functionalizations with Phosphinoyl and Carbamoyl Radicals\",\"authors\":\"Dr. Lingfei Hu,&nbsp;Wenyao Ding,&nbsp;Wei Liu,&nbsp;Limeng Wang,&nbsp;Dr. Xiangying Lv,&nbsp;Prof. Gang Lu\",\"doi\":\"10.1002/ajoc.202400701\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>The origins of regioselectivity switch in pyridinium phosphinoylation and carbamoylation were computationally investigated using energy decomposition analysis. The results reveal that the preference for regioselectivity arises from distinct intermolecular interactions between phosphinoyl/carbamoyl radicals and pyridinium derivatives. The ortho-methoxy group on pyridinium remodulates different types of intermolecular interactions, exhibiting an opposite trend in its influence on para versus ortho selectivity.</p>\",\"PeriodicalId\":130,\"journal\":{\"name\":\"Asian Journal of Organic Chemistry\",\"volume\":\"14 3\",\"pages\":\"\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-01-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Asian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://aces.onlinelibrary.wiley.com/doi/10.1002/ajoc.202400701\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://aces.onlinelibrary.wiley.com/doi/10.1002/ajoc.202400701","RegionNum":4,"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

摘要

利用能量分解方法对吡啶酰化和氨基甲酰化反应中区域选择性开关的来源进行了计算研究。结果表明,区域选择性的偏好来自于磷酰基/氨基甲酰基自由基与吡啶衍生物之间不同的分子间相互作用。吡啶上的邻甲氧基调节不同类型的分子间相互作用,在对对邻选择性的影响方面表现出相反的趋势。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Origin of Regioselectivity Switch in Pyridinium Functionalizations with Phosphinoyl and Carbamoyl Radicals

The origins of regioselectivity switch in pyridinium phosphinoylation and carbamoylation were computationally investigated using energy decomposition analysis. The results reveal that the preference for regioselectivity arises from distinct intermolecular interactions between phosphinoyl/carbamoyl radicals and pyridinium derivatives. The ortho-methoxy group on pyridinium remodulates different types of intermolecular interactions, exhibiting an opposite trend in its influence on para versus ortho selectivity.

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
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
期刊最新文献
Base-Promoted Annulation for the Synthesis of Functionalized Isoxazole-Linked 1,4-Dihydropyrazolo[4′,3′:5,6]pyrano[2,3-b] Quinolines Catalyst Free Hydroalkoxylation of 3-(biphenyl-2-yl)-2-pyridones With Alcohols via Photo-Cascade Reaction Flower-Architected Cobalt-Modified Mo-MOF@g-C3N4 S-Scheme Heterojunction: A Synergistic Strategy for Enhanced Solar-Driven Hydrogen Evolution Recent Advances in Direct C–H Functionalization of Unprotected Anilines via Catalytic and Metal-Free Strategies KOtBu-Mediated Monoreduction and Difluoromethylation of Phthalimides to 3-Substituted Isoindolinones
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1