Orthogonal arylation of a diene-sulfonamide using cationic transition metal catalysts
- The regioselectivity of two mechanistically distinct alkenylation reactions catalyzed by in situ-formed cationic transition metal complexes was studied using N-allyl-N-phenylethenesulfonamide as a model compound. Orthogonal selectivity was observed for the Ru-catalyzed C-H-activating alkenylation with acetanilides, which occurs preferentially at the electron deficient double bond, and for a Pd-catalyzed Heck-type coupling with arene diazonium salts, which occurs preferentially at the more electron rich double bond of the N-allyl substituent.
Author details: | Patrick SandGND, Bernd SchmidtORCiDGND |
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DOI: | https://doi.org/10.1002/ejoc.202201336 |
ISSN: | 1434-193X |
ISSN: | 1099-0690 |
Title of parent work (English): | European journal of organic chemistry |
Publisher: | Wiley-VCH |
Place of publishing: | Weinheim |
Publication type: | Article |
Language: | English |
Date of first publication: | 2022/11/25 |
Publication year: | 2022 |
Release date: | 2024/08/05 |
Tag: | C-H activation; arenes; palladium; ruthenium; sulfonamides |
Volume: | 2022 |
Issue: | 47 |
Article number: | e202201336 |
Number of pages: | 8 |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Peer review: | Referiert |
Publishing method: | Open Access / Hybrid Open-Access |
License (German): | ![]() |