Syntbese von Benzo[l,Zb: 4,5b']ditbiopben und seinen 4,tt-Dimetboxy-und 4,SDimetbyl-Derivaten Eine einfache Synthese fiir Benzo[ 1,2-b: 4,5-b']dithiophen (4) und die Synthese seines bisher unbekannten 4,8-Dimethoxy-(7) und 4,8-Dimethylderivates (13) wird beschrieben. IR-, 'H-NMR-, UVund MS-Daten werden mitgeteilt.In our group a large number of polyheteroarylenealkenylenes') with thiophene units were synthesized and their electrical conducting properties studied. In connection with this work, we also became interested in using condensed thiophene systems as units for such polymers'). We therefore prepared the benzo[ 1,2-b: 4,541dithiophene system 4 and two of its derivatives.
Results and DiscussionBenzo[l,t-b: 4,lb'ldithiophene (4) for preparing the system 4. The synthesis described by Rao and Tilak)) could not be reproduced and the method of Dann and Kokorudz') leads to a complex mixture of products as can easily be seen by the 'H NMR spectrum.We prepared benzo[1,2-b:4,5-b']dithiophene (4) as shown in Scheme 1, using the cyclisation reaction described by Wynberg et aL5) for the synthesis of isomeric benzo[1,2-b: 5,4-b']dithiophene. Scheme 1 Two synthetic routes are 2 3 4