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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 11
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Original Articles

Synthesis and X‐Ray Analysis of a New [6]Helicene

Faouzi Aloui Laboratoire de Synthèse Organique Asymétrique et Catalyse Homogène (O1UR1201), Faculté des Sciences, Monastir, Tunisie
,
Riadh El Abed Laboratoire de Synthèse Organique Asymétrique et Catalyse Homogène (O1UR1201), Faculté des Sciences, Monastir, Tunisie
,
Taha Guerfel Laboratoire de Chimie du Solide, Faculté des Sciences, Monastir, Tunisie
&
Béchir Ben Hassine Laboratoire de Synthèse Organique Asymétrique et Catalyse Homogène (O1UR1201), Faculté des Sciences, Monastir, TunisieCorrespondence[email protected] [email protected]
Pages 1557-1567 | Received 31 Oct 2005, Published online: 21 Aug 2006
 
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Abstract

A new disubstituted hexahelicene derivative 3 bearing methoxy functions at positions 3 and 14 has been prepared in racemic form through a Heck reaction followed by photocyclodehydrogenation. Suitable crystals of rac‐3 were analyzed by X‐ray crystallography and showed similar geometry to the structure of hexahelicene itself. Deprotection of 3 using boron tribromide led to 3,14‐dihydroxyhexahelicene 4 in quantitative yield. The complexation of transition metal atoms seemed to be quite possible by these two bidentate hexahelicene derivatives.

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