Photochemical synthesis and properties of 1,6- and 1,8-Naphthalenophanes
- Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from omega-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments.
| Author details: | Pablo WessigORCiDGND, Annika Matthes |
|---|---|
| DOI: | https://doi.org/10.3390/molecules18011314 |
| ISSN: | 1420-3049 |
| Title of parent work (English): | Molecules |
| Publisher: | MDPI |
| Place of publishing: | Basel |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2013 |
| Publication year: | 2013 |
| Release date: | 2017/03/26 |
| Tag: | atropisomerism; dynamic HPLC; dynamic NMR; naphthalenophanes; photo-dehydro-Diels-Alder reaction |
| Volume: | 18 |
| Issue: | 1 |
| Number of pages: | 11 |
| First page: | 1314 |
| Last Page: | 1324 |
| Funding institution: | Deutsche Forschungsgemeinschaft |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
| Publishing method: | Open Access |
| External remark: | Zweitveröffentlichung in der Schriftenreihe Postprints der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe ; 1042 |
