Publisher: John Wiley & Sons Inc
E-ISSN: 1099-0690|2015|20|4519-4523
ISSN: 1434-193x
Source: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Vol.2015, Iss.20, 2015-07, pp. : 4519-4523
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Abstract
AbstractThe efficient synthesis of new D3h‐symmetric propeller‐shaped, double‐decker compounds with three vertically standing diazaanthracene units arranged so as to allow for photochemically induced intermolecular growth reaction by [4+4] cycloaddition is presented. The propellers bear alkyl chains of four different lengths (ethyl, propyl, hexyl, dodecyl) to have flexibility in creating ordered arrays by packing them into single crystals, onto solid substrates or into mesophases. All propellers are obtained in only six steps and on a 50–200 mg scale. The sequence passes through the ditriflated 1,8‐diazaanthracene derivatives 6 which are a very versatile building block for many purposes and were therefore synthesized on a 30 g scale.
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