Helical phenanthrenes, Part 5. Synthesis of pentahelicene-7,8-dione via intramolecular benzoin condensation

Modler-Spreitzer, Anja and Fritsch, Rainer and Mannschreck, Albrecht (2000) Helical phenanthrenes, Part 5. Synthesis of pentahelicene-7,8-dione via intramolecular benzoin condensation. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 65 (4). pp. 555-560. ISSN 0010-0765

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Abstract

The intramolecular benzoin condensation of [1,1'-binaphthyl]-2,2'-dicarbaldehyde (5), followed by oxidation with air, provides a new synthesis of (MP)-pentahelicene-7,8-dione (1). With reference to the original preparation of this quinone via acyloin condensation, its present yield (73% for the ring-closing step) is considerably increased.

Item Type: Article
Uncontrolled Keywords: TWISTED 9,10-PHENANTHRENEQUINONES; CATALYSIS; benzoin condensation; helicenediones; pentahelicene-7,8-dione; helicenes; quinones; binaphthyls; helicity
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Prof.Dr. Mannschreck
Depositing User: Dr. Gernot Deinzer
Date Deposited: 17 May 2022 06:42
Last Modified: 17 May 2022 06:42
URI: https://pred.uni-regensburg.de/id/eprint/42612

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