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Convergent Synthesis of Columnar Twins and Tetramers from Triphenylene Building Blocks – The First Example of a Columnar Spiro-Twin

✍ Scribed by Jörg L. Schulte; Sabine Laschat; Volkmar Vill; Etsushi Nishikawa; Heino Finkelmann; Manfred Nimtz


Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
413 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis


The novel spiro-twins 3a-f were prepared in three steps by compounds 3c-f and 7c-f with longer alkyl chains displayed columnar mesophases. DSC, polarizing microscopy, X-ray one-pot oxidative coupling of guaiacol ( 9) and 1,2dialkoxybenzenes 10a-f, followed by demethylation of the diffraction and molecular modeling studies were used to further characterize the type of mesophase. For the spiro-triphenylene 11 and subsequent etherification with the tetrabromide 6. A related strategy gave the tetramers 7a-f in twin 3 either a rectangular or a hexagonal columnar phase were conceivable. In case of 7f a hexagonal columnar two steps. Whereas derivatives 3a,b and 7a,b with pentyloxy and hexyloxy chains showed isotropic melting behavior, mesophase was assigned.