{"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}
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.
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