Si-B Functional Group Exchange Reaction Enabled by a Catalytic Amount of BH3: Scope, Mechanism, and Application | |
Zhang J(张炯)1,3; Wei R(魏睿)2; Ren CP(任春平)3; Liu L(刘柳)2; Wu LP(吴立朋)3 | |
刊名 | J. Am. Chem. Soc |
2023-07-06 | |
卷号 | 145期号:28页码:15619-15629 |
关键词 | 催化 官能团交换 硼烷 硅烷 |
DOI | 10.1021/jacs.3c05625 |
英文摘要 | Functional group exchanges based on single-bond transformation are rare and challenging. In this regard, functional group exchange reactions of hydrosilanes proved to be more problematic. This is because this exchange requires the cleavage of the C–Si bond, while the Si–H bond is relatively easily activated for hydrosilanes. Herein, we report the first Si–B functional group exchange reactions of hydrosilanes with hydroboranes simply enabled by BH3 as a catalyst. Our methodology works for various aryl and alkyl hydrosilanes and different hydroboranes with the tolerance of general functional groups (up to 115 examples). Control experiments and density functional theory (DFT) studies reveal a distinct reaction pathway that involves consecutive C–Si/B–H and C–B/B–H σ-bond metathesis. Further investigations of using more readily available chlorosilanes, siloxane, fluorosilane, and silylborane for Si–B functional group exchanges, Ge–B functional group exchanges, and depolymerizative Si–B exchanges of polysilanes are also demonstrated. Moreover, the regeneration of MeSiH3 from polymethylhydrosiloxane (PMHS) is achieved. Notably, the formal hydrosilylation of a wide range of alkenes with SiH4 and MeSiH3 to selectively produce (chiral)trihydrosilanes and (methyl)dihydrosilanes is realized using inexpensive and readily available PhSiH3 and PhSiH2Me as gaseous SiH4 and MeSiH3 surrogates. |
URL标识 | 查看原文 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.licp.cn/handle/362003/30576] |
专题 | 兰州化学物理研究所_OSSO国家重点实验室 |
通讯作者 | Zhang J(张炯); Liu L(刘柳) |
作者单位 | 1.中国科学院大学 2.南方科技大学 3.中国科学院兰州化学物理研究所 |
推荐引用方式 GB/T 7714 | Zhang J,Wei R,Ren CP,et al. Si-B Functional Group Exchange Reaction Enabled by a Catalytic Amount of BH3: Scope, Mechanism, and Application[J]. J. Am. Chem. Soc,2023,145(28):15619-15629. |
APA | Zhang J,Wei R,Ren CP,Liu L,&Wu LP.(2023).Si-B Functional Group Exchange Reaction Enabled by a Catalytic Amount of BH3: Scope, Mechanism, and Application.J. Am. Chem. Soc,145(28),15619-15629. |
MLA | Zhang J,et al."Si-B Functional Group Exchange Reaction Enabled by a Catalytic Amount of BH3: Scope, Mechanism, and Application".J. Am. Chem. Soc 145.28(2023):15619-15629. |
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