| Title | Organocatalytic Si-CAryl Bond Functionalization-Enabled Atroposelective Synthesis of Axially Chiral Biaryl Siloxanes |
| Author | |
| Corresponding Author | Wang, Yong-Bin; Yu, Peiyuan; Tan, Bin |
| Publication Years | 2023-09-11
|
| DOI | |
| Source Title | |
| ISSN | 0002-7863
|
| EISSN | 1520-5126
|
| Volume | 145Issue:37 |
| Abstract | Chiral organosilanes are valuable chemical entities in the development of functional organic materials, asymmetric catalysis, and medicinal chemistry. As an important strategy for constructing chiral organosilanes, the asymmetric functionalization of the Si-C-Aryl bond typically relies on transition-metal catalysis. Herein, we present an efficient method for atroposelective synthesis of biaryl siloxane atropisomers via organocatalytic Si-C bond functionalization of dinaphthosiloles with silanol nucleophiles. The reaction proceeds through an asymmetric protonation and simultaneous Si-C bond cleavage/silanolysis sequence in the presence of a newly developed chiral Bronsted acid catalyst. The versatile nature of the Si-C bond streamlines the derivatization of axially chiral products into other functional atropisomers, thereby expanding the applicability of this method. |
| URL | [Source Record] |
| Indexed By | |
| Language | English
|
| Important Publications | NI Journal Papers
|
| SUSTech Authorship | First
; Corresponding
|
| Funding Project | National Natural Science Foundation of China["21825105","22231004","22371113"]
; National Key R&D Program of China["2022YFA1503703","2021YFF0701604"]
; Guangdong Innovative Program[2019BT02Y335]
; Shenzhen Science and Technology Program["KQTD20210811090112004","JCYJ20210324104212035","JCYJ20220818100604009","JCYJ20210324120205016"]
|
| WOS Research Area | Chemistry
|
| WOS Subject | Chemistry, Multidisciplinary
|
| WOS Accession No | WOS:001069241700001
|
| Publisher | |
| Data Source | Web of Science
|
| Citation statistics |
Cited Times [WOS]:0
|
| Document Type | Journal Article |
| Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/575825 |
| Department | Department of Chemistry 深圳格拉布斯研究院 |
| Affiliation | Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China |
| First Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| Corresponding Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| First Author's First Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| Recommended Citation GB/T 7714 |
Wu, Ming,Chen, Yi-Wei,Lu, Qian,et al. Organocatalytic Si-CAryl Bond Functionalization-Enabled Atroposelective Synthesis of Axially Chiral Biaryl Siloxanes[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2023,145(37).
|
| APA |
Wu, Ming.,Chen, Yi-Wei.,Lu, Qian.,Wang, Yong-Bin.,Cheng, Jun Kee.,...&Tan, Bin.(2023).Organocatalytic Si-CAryl Bond Functionalization-Enabled Atroposelective Synthesis of Axially Chiral Biaryl Siloxanes.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,145(37).
|
| MLA |
Wu, Ming,et al."Organocatalytic Si-CAryl Bond Functionalization-Enabled Atroposelective Synthesis of Axially Chiral Biaryl Siloxanes".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 145.37(2023).
|
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