Feng-Xing Li, Yu Liu, Ke Zhang, Cheng Wang, Ji-Xin Yu, Xiao-Jun He, Ge Liang, Hong-Yu Hou, Chen-Ho Tung, Li-Zhu Wu
{"title":"单金属光催化剂催化N -杂环碳硼烷的多功能化","authors":"Feng-Xing Li, Yu Liu, Ke Zhang, Cheng Wang, Ji-Xin Yu, Xiao-Jun He, Ge Liang, Hong-Yu Hou, Chen-Ho Tung, Li-Zhu Wu","doi":"10.1002/adsc.202401440","DOIUrl":null,"url":null,"abstract":"Selective access to densely functionalized boranes, with identical or distinct functional groups at the boron center, has great potentials in materials science, organic synthesis and drug discovery. However, assembling multifunctional boranes was heavily dependent on hydrogen‐atom‐transfer (HAT) at high temperatures, hazardous radical initiators, metal photocatalysts and HAT reagents, respectively. Simultaneously, competitive side reactions such as polymerizations and regioisomers formation remain highly challenging. Herein, a programmable multifunctionalization of N‐heterocyclic carbene (NHC) boranes is developed for the first time powered by a single, metal‐free photocatalyst, in which boryl radicals from sequential substituted boranes are generated instead of polymerizations. This robust and versatile catalytic system leads to an extremely broad variety of boranes incorporated with diverse alkyl or alkenyl groups in high chemo‐ and regioselectivities.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"1 1","pages":""},"PeriodicalIF":4.4000,"publicationDate":"2025-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Multifunctionalization of N‐Heterocyclic Carbene Boranes by a Single Metal‐free Photocatalyst\",\"authors\":\"Feng-Xing Li, Yu Liu, Ke Zhang, Cheng Wang, Ji-Xin Yu, Xiao-Jun He, Ge Liang, Hong-Yu Hou, Chen-Ho Tung, Li-Zhu Wu\",\"doi\":\"10.1002/adsc.202401440\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Selective access to densely functionalized boranes, with identical or distinct functional groups at the boron center, has great potentials in materials science, organic synthesis and drug discovery. However, assembling multifunctional boranes was heavily dependent on hydrogen‐atom‐transfer (HAT) at high temperatures, hazardous radical initiators, metal photocatalysts and HAT reagents, respectively. Simultaneously, competitive side reactions such as polymerizations and regioisomers formation remain highly challenging. Herein, a programmable multifunctionalization of N‐heterocyclic carbene (NHC) boranes is developed for the first time powered by a single, metal‐free photocatalyst, in which boryl radicals from sequential substituted boranes are generated instead of polymerizations. This robust and versatile catalytic system leads to an extremely broad variety of boranes incorporated with diverse alkyl or alkenyl groups in high chemo‐ and regioselectivities.\",\"PeriodicalId\":118,\"journal\":{\"name\":\"Advanced Synthesis & Catalysis\",\"volume\":\"1 1\",\"pages\":\"\"},\"PeriodicalIF\":4.4000,\"publicationDate\":\"2025-01-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Advanced Synthesis & Catalysis\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1002/adsc.202401440\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/adsc.202401440","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
Multifunctionalization of N‐Heterocyclic Carbene Boranes by a Single Metal‐free Photocatalyst
Selective access to densely functionalized boranes, with identical or distinct functional groups at the boron center, has great potentials in materials science, organic synthesis and drug discovery. However, assembling multifunctional boranes was heavily dependent on hydrogen‐atom‐transfer (HAT) at high temperatures, hazardous radical initiators, metal photocatalysts and HAT reagents, respectively. Simultaneously, competitive side reactions such as polymerizations and regioisomers formation remain highly challenging. Herein, a programmable multifunctionalization of N‐heterocyclic carbene (NHC) boranes is developed for the first time powered by a single, metal‐free photocatalyst, in which boryl radicals from sequential substituted boranes are generated instead of polymerizations. This robust and versatile catalytic system leads to an extremely broad variety of boranes incorporated with diverse alkyl or alkenyl groups in high chemo‐ and regioselectivities.
期刊介绍:
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.