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Novel concepts in directed biaryl synthesis, IX: Synthesis and structure of benzonaphthopyranones, useful bridged model precursors for stereoselective biaryl syntheses

Please always quote using this URN: urn:nbn:de:bvb:20-opus-46635
  • 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.show moreshow less

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Metadaten
Author: Gerhard Bringmann, Thomas Hartung, Lothar Goebel, Olaf Schupp, Christian L. J. Ewers, Bernd Schoener, Rainer Zagst, Karl Peters, Hans Georg Von Schnering, Christian Burschka
URN:urn:nbn:de:bvb:20-opus-46635
Document Type:Journal article
Faculties:Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie
Language:English
Year of Completion:1992
Source:In: Liebigs Annalen der Chemie (1992), 3, S. 225 - 232.
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
GND Keyword:Chemie
Release Date:2010/07/07
Licence (German):License LogoDeutsches Urheberrecht