Mono- and tri-functionalization of trimethylresorcin[4]arenes
- Short and efficient syntheses of mono‐ and tris‐functionalized resorcin[4]arenes were developed. The co‐condensation of resorcinol and 2‐methylresorcinol was optimized, targeting for the trimethylresorcin[4]arene, easy to isolate. Complementary regiospecific conditions for the mono‐ and tris‐halogenation in almost quantitative yields are setting the stage for subsequent functionalizations: radicalic bromination leads to the trisbromomethyl compound, while the polar bromination and iodination via the mono‐lithiated species leads to the aryl bromide and iodide in excellent yields.
| Author: | Dirk LooseORCiDGND, Alexandra Katharina AniolGND, Martin FeigelGND, Sebastian RöhlingGND, Gerald DykerORCiDGND |
|---|---|
| URN: | urn:nbn:de:hbz:294-71843 |
| DOI: | https://doi.org/10.1002/ejoc.201901564 |
| Parent Title (English): | European journal of organic chemistry |
| Publisher: | Wiley-VCH Verlag |
| Place of publication: | Weinheim |
| Document Type: | Article |
| Language: | English |
| Date of Publication (online): | 2020/05/26 |
| Date of first Publication: | 2019/12/04 |
| Publishing Institution: | Ruhr-Universität Bochum, Universitätsbibliothek |
| Tag: | Molecular bowls; Mono‐functionalization; Resorcinarenes; Supramolecular chemistry; Tri‐functionalization |
| Volume: | 2020 |
| Issue: | 1 |
| First Page: | 35 |
| Last Page: | 40 |
| Note: | Dieser Beitrag ist auf Grund des DEAL-Wiley-Vertrages frei zugänglich. |
| Dewey Decimal Classification: | Naturwissenschaften und Mathematik / Chemie, Kristallographie, Mineralogie |
| open_access (DINI-Set): | open_access |
| faculties: | Fakultät für Chemie und Biochemie |
| Licence (English): |  Creative Commons - CC BY-NC 4.0 - Attribution-NonCommercial 4.0 International |
