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• W2891651187 abstract "New triptycene derivatives have been synthesised based on the cycloaddition between 1,8‐bis[(trifluoromethanesulfonyl)‐oxy]anthracene as well as 1,8‐bis[(trimethylsilyl)ethynyl]anthracene and p ‐benzoquinone. The resulting triptycenequinones were the key compounds for further functionalisation of the triptycene backbone, which were completely characterised by multinuclear NMR spectroscopy, mass spectrometry and X‐ray diffraction experiments. The aim was to substitute the triptycene backbone in positions 1, 8, 13 and 16 to avoid the formation of mixtures of syn ‐ and anti ‐isomers of trisubstituted triptycenes. Based on the ditriflate‐substituted triptycenequinone triptycene 1,8,13,16‐tetratriflate was synthesised and reacted with alkynyl compounds in cross‐coupling reactions. In further experiments the alkynyl‐substituted triptycene to quinone was directly reacted with lithiated trimethylsilylacetylene or was initially reduced, consequently functionalised with triflate groups and reacted in Sonogashira cross‐coupling reactions. It was found that both reaction pathways generate the anti ‐substituted product in position 16 as main product." @default.
• W2891651187 created "2018-09-27" @default.
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• W2891651187 date "2018-10-10" @default.
• W2891651187 modified "2023-09-25" @default.
• W2891651187 title "Syntheses and Structures of 1,8,13,16-Substituted Triptycenes" @default.
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• W2891651187 doi "https://doi.org/10.1002/ejoc.201800770" @default.
• W2891651187 hasPublicationYear "2018" @default.
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