Tetrahedron

Phenacenes: a family of graphite ribbons. Part 3: Iterative strategies for the synthesis of large phenacenes

FB Mallory, KE Butler, A Bérubé, ED Luzik, CW Mallory…

Index: Mallory, Frank B; Butler, Kelly E; Berube, Amelie; Luzik Jr., Eddie D; Mallory, Clelia W; Brondyke, Emilie J; Hiremath, Rupa; Ngo, Phung; Carroll, Patrick J Tetrahedron, 2001 , vol. 57, # 17 p. 3715 - 3724

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Citation Number: 54

Abstract

Iterative strategies are reported for the synthesis of some large monodisperse [n] phenacenes, which are polycyclic aromatic hydrocarbon derivatives having n benzene rings fused in an extended phenanthrene-like structural motif. The key carbon–carbon bond- forming steps involve either Wittig or McMurry coupling reactions to give diarylethylenes, and oxidative photocyclizations of those diarylethylenes. tert-Butyl substituents on the ...