Iron-catalyzed sequential hydrosilylation
Abstract Highly regio-, diastereo- and enantioselective iron-catalyzed sequential hydrosilylation of o-alk-n-enyl-phenyl silanes with alkynes is reported for various 5-, 6-, and 7-membered benzosilacycles in 60-94% yields with up to 95:5 rr, 95:5 dr, and 99% ee. Chiral fully carbon-substituted silic...
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2025-05-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-025-59364-3 |
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| _version_ | 1850190799244886016 |
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| author | Xue Wang Jiajin Zhao Dongyang Wang Liang Deng Zhan Lu |
| author_facet | Xue Wang Jiajin Zhao Dongyang Wang Liang Deng Zhan Lu |
| author_sort | Xue Wang |
| collection | DOAJ |
| description | Abstract Highly regio-, diastereo- and enantioselective iron-catalyzed sequential hydrosilylation of o-alk-n-enyl-phenyl silanes with alkynes is reported for various 5-, 6-, and 7-membered benzosilacycles in 60-94% yields with up to 95:5 rr, 95:5 dr, and 99% ee. Chiral fully carbon-substituted silicon-stereogenic benzosilacycles could also be obtained via triple hydrosilylation reactions. The unique electronic effect of ligands is observed while adjusting the regioselectivity and enantioselectivity in hydrosilylation reactions. A possible mechanism has been proposed by variable time normalization analysis (VTNA) and H/D exchange experiment. |
| format | Article |
| id | doaj-art-3761ffe058e647b7bb47880f549451e5 |
| institution | OA Journals |
| issn | 2041-1723 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj-art-3761ffe058e647b7bb47880f549451e52025-08-20T02:15:11ZengNature PortfolioNature Communications2041-17232025-05-0116111110.1038/s41467-025-59364-3Iron-catalyzed sequential hydrosilylationXue Wang0Jiajin Zhao1Dongyang Wang2Liang Deng3Zhan Lu4Center of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang UniversityCenter of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang UniversityThe State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesThe State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesCenter of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang UniversityAbstract Highly regio-, diastereo- and enantioselective iron-catalyzed sequential hydrosilylation of o-alk-n-enyl-phenyl silanes with alkynes is reported for various 5-, 6-, and 7-membered benzosilacycles in 60-94% yields with up to 95:5 rr, 95:5 dr, and 99% ee. Chiral fully carbon-substituted silicon-stereogenic benzosilacycles could also be obtained via triple hydrosilylation reactions. The unique electronic effect of ligands is observed while adjusting the regioselectivity and enantioselectivity in hydrosilylation reactions. A possible mechanism has been proposed by variable time normalization analysis (VTNA) and H/D exchange experiment.https://doi.org/10.1038/s41467-025-59364-3 |
| spellingShingle | Xue Wang Jiajin Zhao Dongyang Wang Liang Deng Zhan Lu Iron-catalyzed sequential hydrosilylation Nature Communications |
| title | Iron-catalyzed sequential hydrosilylation |
| title_full | Iron-catalyzed sequential hydrosilylation |
| title_fullStr | Iron-catalyzed sequential hydrosilylation |
| title_full_unstemmed | Iron-catalyzed sequential hydrosilylation |
| title_short | Iron-catalyzed sequential hydrosilylation |
| title_sort | iron catalyzed sequential hydrosilylation |
| url | https://doi.org/10.1038/s41467-025-59364-3 |
| work_keys_str_mv | AT xuewang ironcatalyzedsequentialhydrosilylation AT jiajinzhao ironcatalyzedsequentialhydrosilylation AT dongyangwang ironcatalyzedsequentialhydrosilylation AT liangdeng ironcatalyzedsequentialhydrosilylation AT zhanlu ironcatalyzedsequentialhydrosilylation |