Abstract
A series of 3, 6-bis(alkoxymethyl)phthalonitriles, prepared via Diels–Alder reactions of 2, 5-bis(alkoxymethyl)furans with fumaronitrile, have been converted into the corresponding phthalocyanines. Zn(II) and Cu(II) derivatives of 1,4,8,11,15,18,22,25-octa(heptyloxymethyl)phthalocyanine were also prepared. Examples of the macrocycles were characterised using 1H NMR spectrometry and optical spectroscopy. Those bearing straight chains aggregate in solutions of chloroform and toluene. The octa(butoxymethyl)phthalocyanine and its longer chain homologues exhibit a discotic liquid crystallinephase. Compounds containing branched sidechains are liquid crystals at room temperature.
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