由 N-硼烷取代的环状膦酰亚胺 (BCPI) 通过 λ5-oxazaphosphetanes 介导的二氧化碳和异氰酸酯的转化。

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC
Shun Nagai, Sensuke Ogoshi, Yoichi Hoshimoto
{"title":"由 N-硼烷取代的环状膦酰亚胺 (BCPI) 通过 λ5-oxazaphosphetanes 介导的二氧化碳和异氰酸酯的转化。","authors":"Shun Nagai, Sensuke Ogoshi, Yoichi Hoshimoto","doi":"10.1039/d4ob01565g","DOIUrl":null,"url":null,"abstract":"<p><p>We herein report reliable evidence that λ<sup>5</sup>-oxazaphosphetane species are a key intermediate in the transformation of CO<sub>2</sub> and isocyanates through their reaction with <i>N</i>-borane-substituted cyclic phosphine imides (BCPIs). We have isolated and fully characterized several λ<sup>5</sup>-oxazaphosphetane species prepared <i>via</i> formal [2 + 2] cycloaddition reactions between BCPIs and CO<sub>2</sub> or isocyanates. The transformation of these λ<sup>5</sup>-oxazaphosphetanes <i>via</i> retro-ring opening reaction afforded an isocyanate and a carbodiimide from the CO<sub>2</sub>- and isocyanate-derived λ<sup>5</sup>-oxazaphosphetanes.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Transformation of CO<sub>2</sub> and isocyanates mediated by <i>N</i>-borane-substituted cyclic phosphine imides (BCPIs) <i>via</i> λ<sup>5</sup>-oxazaphosphetanes.\",\"authors\":\"Shun Nagai, Sensuke Ogoshi, Yoichi Hoshimoto\",\"doi\":\"10.1039/d4ob01565g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>We herein report reliable evidence that λ<sup>5</sup>-oxazaphosphetane species are a key intermediate in the transformation of CO<sub>2</sub> and isocyanates through their reaction with <i>N</i>-borane-substituted cyclic phosphine imides (BCPIs). We have isolated and fully characterized several λ<sup>5</sup>-oxazaphosphetane species prepared <i>via</i> formal [2 + 2] cycloaddition reactions between BCPIs and CO<sub>2</sub> or isocyanates. The transformation of these λ<sup>5</sup>-oxazaphosphetanes <i>via</i> retro-ring opening reaction afforded an isocyanate and a carbodiimide from the CO<sub>2</sub>- and isocyanate-derived λ<sup>5</sup>-oxazaphosphetanes.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2024-11-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d4ob01565g\",\"RegionNum\":3,\"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":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob01565g","RegionNum":3,"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

我们在此报告了可靠的证据,证明 λ5-oxazaphosphetane 物种是二氧化碳和异氰酸酯通过与 N-硼烷取代的环状膦酰亚胺(BCPI)反应而发生转化的关键中间体。我们分离并全面鉴定了几种通过 BCPI 与 CO2 或异氰酸酯之间的正规 [2 + 2] 环加成反应制备的 λ5- 恶唑并苯乙烷。这些 λ5-oxazaphosphetane 通过逆环开环反应进行转化,从二氧化碳和异氰酸酯衍生的 λ5-oxazaphosphetane 中得到了异氰酸酯和碳化二亚胺。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Transformation of CO2 and isocyanates mediated by N-borane-substituted cyclic phosphine imides (BCPIs) via λ5-oxazaphosphetanes.

We herein report reliable evidence that λ5-oxazaphosphetane species are a key intermediate in the transformation of CO2 and isocyanates through their reaction with N-borane-substituted cyclic phosphine imides (BCPIs). We have isolated and fully characterized several λ5-oxazaphosphetane species prepared via formal [2 + 2] cycloaddition reactions between BCPIs and CO2 or isocyanates. The transformation of these λ5-oxazaphosphetanes via retro-ring opening reaction afforded an isocyanate and a carbodiimide from the CO2- and isocyanate-derived λ5-oxazaphosphetanes.

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
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic 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