Novel concepts in directed biaryl synthesis, IX: Synthesis and structure of benzonaphthopyranones, useful bridged model precursors for stereoselective biaryl syntheses
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- A practicable two-step procedure for the preparation of a series of lactone-type bridged biaryls 7 as favorable substrates for subsequent atropisomer-selective ring-opening reactions is described. Due to the efficiency of the coupling step, which tolerates even a telt·butyl group next to the biaryl axis and avoids problems of regioselectivity, a variety of differently substituted representatives is prepared. These cover a broad range of steric hindrance and thus molecular distortion. The structures are investigated mainly by NMR spectroscopyA practicable two-step procedure for the preparation of a series of lactone-type bridged biaryls 7 as favorable substrates for subsequent atropisomer-selective ring-opening reactions is described. Due to the efficiency of the coupling step, which tolerates even a telt·butyl group next to the biaryl axis and avoids problems of regioselectivity, a variety of differently substituted representatives is prepared. These cover a broad range of steric hindrance and thus molecular distortion. The structures are investigated mainly by NMR spectroscopy and X-ray diffraction, showing the lactones 7 to be helically distorted, depending on the size of the residues R.…
Autor(en): | Gerhard Bringmann, Thomas Hartung, Lothar Goebel, Olaf Schupp, Christian L. J. Ewers, Bernd Schoener, Rainer Zagst, Karl Peters, Hans Georg Von Schnering, Christian Burschka |
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URN: | urn:nbn:de:bvb:20-opus-46635 |
Dokumentart: | Artikel / Aufsatz in einer Zeitschrift |
Institute der Universität: | Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie |
Sprache der Veröffentlichung: | Englisch |
Erscheinungsjahr: | 1992 |
Originalveröffentlichung / Quelle: | In: Liebigs Annalen der Chemie (1992), 3, S. 225 - 232. |
Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Normierte Schlagworte (GND): | Chemie |
Datum der Freischaltung: | 07.07.2010 |
Lizenz (Deutsch): | Deutsches Urheberrecht |