Tetrahedron

Rearrangements in the Scholl oxidation: implications for molecular architectures

JL Ormsby, TD Black, CL Hilton, BT King

Index: Ormsby, Jason L.; Black, Tessa D.; Hilton, Cameron L.; Bharat; King, Benjamin T. Tetrahedron, 2008 , vol. 64, # 50 p. 11370 - 11378

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Citation Number: 46

Abstract

Rearrangements readily occur in Scholl oxidations and interfere with the construction of certain molecular architectures. 3, 3‴, 4, 4′, 4 ″, 4‴, 5′, 5 ″-Octamethoxy-1, 1′, 2′, 1 ″, 2 ″, 1‴-quaterphenyl and 3, 3‴, 4, 4′, 4′′, 4‴, 5′, 5′-octamethyl-1, 1′, 2′, 1 ″, 2 ″, 1‴-quaterphenyl, which were conceived as precursors to benzenoid strips, rearranged under Scholl conditions to the unexpected C2v-substituted products 1, 2, 5, 6, 9, 10, 12, 13 ...