Optimiertes Verfahren zur Darstellung anellierter, polycyclischer und polyheterocyclischer Aromaten

Die Erfindung betrifft ein Verfahren zur Herstellung anellierter carbo- oder heterocyclischer Aromaten, das auf der Reduktion des entsprechenden Dions als Ausgangsverbindung beruht. Das Reduktionsmittel wird dabei im starken molaren Ueberschuss eingesetzt, was eine deutliche Vereinfachung der Verfahrensfuehrung gegenueber den aus dem Stand der Technik bekannten Verfahren darstellt.

DE 102005058270 B3 UPAB: 20070727 NOVELTY - Preparation of annealed carbo- or heterocyclic aromatic compound comprises reacting a dione compound (I) with lithium aluminum hydride, sodium borohydride or borontrifluoride (as reducing agents) in the presence of an organic solvent under an inert gas at 32-120degreesC; reacting the unreacted reducing agents with an acid derivative and isolating the obtained antharacene compound (II), where the molar ratio of dione and reducing agent is 1:3-1:6. DETAILED DESCRIPTION - Preparation of annealed carbo- or hetero- cyclic aromatic compound comprises reacting a dione compound of formula (I) with lithium aluminum hydride, sodium borohydride or borontrifluoride (as reducing agents) in the presence of an organic solvent under an inert gas at 32-120degreesC; reacting the unreacted reducing agents with an acid derivative and isolating the obtained anthracene compound of formula (II), where the molar ratio of dione and reducing agent is 1:3-1:6. (DE510058270B3-001.skc) Either R = H, 1-18C-alkyl, 1-18C-alkoxy, 2-8C-alkenyl, 2-8C-alkynyl, 3-8C-cycloalkyl, 5-8C-aryl, arylalkyl, alkylaryl, arylalkenyl, alkenylaryl, arylalkynyl, alkynylaryl or acyloxy (all substituted with heteroatom such as O, S or N, or halo); or R+adjacent group = aromatic carbo- or hetero- cyclic ring; and n = 1-4. USE - The annealed carbo- or hetero- cyclic aromatic compound is useful as organic semiconductors in transistors and circuits (claimed). ADVANTAGE - The process consumes less amount of organic solvents and power, hence economical and eco-friendly. The process provides annealed carbo- or hetero- cyclic aromatic compound with high yield (up to 80%).