Synthesis of Highly Substituted Hexahelicenes

M Schwertel, S Hillmann, H Meier

Index: Schwertel, Manfred; Hillmann, Sabine; Meier, Herbert Helvetica Chimica Acta, 2013 , vol. 96, # 11 p. 2020 - 2032

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Abstract

Abstract C 2-Symmetric hexahelicenes 3a–3g, which bear four or six alkoxy chains, were prepared in eight-to-nine reaction steps in high overall yields. The final step consisted of a twofold oxidative photocyclization of the corresponding 2, 7-bis (2-phenylethenyl) naphthalenes. Long (and branched) chains provide a good solubility and processability, which is a prerequisite for applications in organic synthesis and materials science.