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Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis
The generation of ε-carbonyl cations and their reactions with nucleophiles is accomplished readily without transition metal cation stabilization, using the ε-bromide dienoate or dienone starting materials and GaCl(3) or InCl(3) catalysis. Arene nucleophiles are somewhat more straightforward than all...
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
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MDPI
2022
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9146154/ https://www.ncbi.nlm.nih.gov/pubmed/35630554 http://dx.doi.org/10.3390/molecules27103078 |
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| author | Penner, Page M. Green, James R. |
| author_facet | Penner, Page M. Green, James R. |
| author_sort | Penner, Page M. |
| collection | PubMed |
| description | The generation of ε-carbonyl cations and their reactions with nucleophiles is accomplished readily without transition metal cation stabilization, using the ε-bromide dienoate or dienone starting materials and GaCl(3) or InCl(3) catalysis. Arene nucleophiles are somewhat more straightforward than allyltrimethylsilane, but allyltrimethylsilane and propiophenone trimethysilyl enol ether each react successfully with InCl(3) catalysis. The viability of these cations is supported by DFT calculations. |
| format | Online Article Text |
| id | pubmed-9146154 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2022 |
| publisher | MDPI |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-91461542022-05-29 Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis Penner, Page M. Green, James R. Molecules Article The generation of ε-carbonyl cations and their reactions with nucleophiles is accomplished readily without transition metal cation stabilization, using the ε-bromide dienoate or dienone starting materials and GaCl(3) or InCl(3) catalysis. Arene nucleophiles are somewhat more straightforward than allyltrimethylsilane, but allyltrimethylsilane and propiophenone trimethysilyl enol ether each react successfully with InCl(3) catalysis. The viability of these cations is supported by DFT calculations. MDPI 2022-05-11 /pmc/articles/PMC9146154/ /pubmed/35630554 http://dx.doi.org/10.3390/molecules27103078 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
| spellingShingle | Article Penner, Page M. Green, James R. Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis |
| title | Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis |
| title_full | Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis |
| title_fullStr | Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis |
| title_full_unstemmed | Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis |
| title_short | Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis |
| title_sort | generation and reactions of ε-carbonyl cations via group 13 catalysis |
| topic | Article |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9146154/ https://www.ncbi.nlm.nih.gov/pubmed/35630554 http://dx.doi.org/10.3390/molecules27103078 |
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