闪电通讯：钛催化 1,6- 和 1,7- 烯炔的 "间断 "级联加氢反应

IF 2.5 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR

Organometallics Pub Date : 2024-09-12 DOI:10.1021/acs.organomet.4c00354

Kathryn J. Rynders, Daniel N. Huh, Zoe E. Stuart, Zoua Pa Vang, Ian A. Tonks

{"title":"闪电通讯：钛催化 1,6- 和 1,7- 烯炔的 \"间断 \"级联加氢反应","authors":"Kathryn J. Rynders, Daniel N. Huh, Zoe E. Stuart, Zoua Pa Vang, Ian A. Tonks","doi":"10.1021/acs.organomet.4c00354","DOIUrl":null,"url":null,"abstract":"Herein, we report a new hydroaminative cyclization for 1,6- and 1,7-en-ynes using a simple Ti imido precatalyst, [py2TiCl2(NPh)]2. The well-known Ti imido + alkyne [2 + 2] azatitanacyclobutadiene cycloadduct intermediate can be further intercepted via insertion by tethered alkenes, followed by protonolysis of the resultant metallacycle to yield α-carbocyclic imine products through cascading C–N and C–C bond formation.","PeriodicalId":56,"journal":{"name":"Organometallics","volume":null,"pages":null},"PeriodicalIF":2.5000,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Flash Communication: Ti-Catalyzed “Interrupted” Cascading Hydroamination of 1,6- and 1,7-En-ynes\",\"authors\":\"Kathryn J. Rynders, Daniel N. Huh, Zoe E. Stuart, Zoua Pa Vang, Ian A. Tonks\",\"doi\":\"10.1021/acs.organomet.4c00354\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Herein, we report a new hydroaminative cyclization for 1,6- and 1,7-en-ynes using a simple Ti imido precatalyst, [py2TiCl2(NPh)]2. The well-known Ti imido + alkyne [2 + 2] azatitanacyclobutadiene cycloadduct intermediate can be further intercepted via insertion by tethered alkenes, followed by protonolysis of the resultant metallacycle to yield α-carbocyclic imine products through cascading C–N and C–C bond formation.\",\"PeriodicalId\":56,\"journal\":{\"name\":\"Organometallics\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2024-09-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organometallics\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.organomet.4c00354\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organometallics","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.organomet.4c00354","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}

引用次数: 0

摘要

在此，我们报告了一种利用简单的钛亚胺前催化剂 [py2TiCl2(NPh)]2 对 1,6- 和 1,7-en-炔烃进行加氢氨基环化的新方法。众所周知的钛亚胺+炔烃 [2 + 2] 氮杂环丁二烯环加载物中间体可以通过插入系链烯进一步截取，然后通过级联 C-N 和 C-C 键的形成，对由此产生的金属环进行质子分解，从而生成 α-碳环亚胺产物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Flash Communication: Ti-Catalyzed “Interrupted” Cascading Hydroamination of 1,6- and 1,7-En-ynes

查看原文本刊更多论文

Flash Communication: Ti-Catalyzed “Interrupted” Cascading Hydroamination of 1,6- and 1,7-En-ynes

Herein, we report a new hydroaminative cyclization for 1,6- and 1,7-en-ynes using a simple Ti imido precatalyst, [py₂TiCl₂(NPh)]₂. The well-known Ti imido + alkyne [2 + 2] azatitanacyclobutadiene cycloadduct intermediate can be further intercepted via insertion by tethered alkenes, followed by protonolysis of the resultant metallacycle to yield α-carbocyclic imine products through cascading C–N and C–C bond formation.

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

Organometallics 化学-无机化学与核化学

CiteScore

5.60

自引率

7.10%

发文量

382

审稿时长

1.7 months

期刊介绍： Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.