A Triply [5]Helicene-Bridged (1,3,5)Cyclophane |
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| Authors: | Dr Frédéric Aribot Amélie Merle Dr Pierre Dechambenoit Dr Harald Bock Dr Albert Artigas Dr Nicolas Vanthuyne Dr Yannick Carissan Dr Denis Hagebaum-Reignier Dr Yoann Coquerel Dr Fabien Durola |
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| Institution: | 1. Centre de Recherche Paul Pascal –, CNRS & Univ. Bordeaux, 115 Ave. du Dr. Schweitzer, 33600 Pessac, France;2. Aix Marseille Univ., CNRS, Centrale Marseille, iSm2, Marseille, France |
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| Abstract: | A rigid propeller-shaped conjugated triple macrocycle consisting of two nearly perfectly stacked benzene rings and three linking 5]helicene moieties has been synthesized using a glyoxylic Perkin approach. Analysis of the electron delocalization in this atypical aromatic molecule revealed global aromaticity and a 78 π-electron circuit along the edge of its triple loop, to the detriment of the two 6 π-electron circuits in the two stacked benzene rings. |
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| Keywords: | Aromaticity Cyclophane Helicene Macrocycle Perkin Reaction |
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