Synthesis of Nonaphenylenes and Dodecaphenylenes Using Electron-transfer Oxidation of Lipshutz Cuprate Intermediates.

Autor: Iyoda, Masahiko, Rahman, Mohammad Jalilur, Matsumoto, Aoi, Mo Wu, Kuwatani, Yoshiyuki, Nakao, Kazumi, Miyake, Yoshihiro
Předmět:
Zdroj: Chemistry Letters; 11/5/2005, Vol. 34 Issue 11, p1474-1475, 2p, 2 Diagrams, 1 Graph
Abstrakt: Nonaphenylene and its hexaalkyl derivatives have been synthesized using electron-transfer oxidation of Lipshutz cuprates with duroquinone. Oxidation of the Lipshutz cuprate derived from dibromo-o-terphenyl in THF produced nonaphenylene in moderate yield, whereas the similar oxidation of the Lipshutz cuprate derived from diiododiethyl-o-terphenyl in ether afforded the corresponding nonaphenylene and dodecaphenylene. Furthermore, oxidation of Lipshutz cuprate derived from diiododibutyl-o-terphenyl only gave the nonaphenylene. [ABSTRACT FROM AUTHOR]
Databáze: Supplemental Index