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Elektronenspektren -Halochromiekationischer ,,push-pull"-Molekilsysteme im Vergleich zu den UV/VIS-Absorptionen iiberbrickter [ 10]-Annulenyl-l.3-benzodithiolyl-Kationen Richard Neidlein*)') und Hartmut Zeiner') Pharmazeutisch-Chemisches Institut der Universitaten Karlsruhe (TH) und Heidelberg, 'Im Neuenheimer Feld 364, D-6900 Heidelberg Eingegangen am 23. November 1981 Es werden die UVNIS-Spektren verschiedener kationischer , ,push-pull"-Molekiilsysteme mit den UVNIS-Absorptionen neuer iiberbriickter [ lO]-Annulenyl-l.3-benzodithiolyliumkationen verglichen und diskutiert. Electron Spectra and Hdochromy of Cationic "Push-Pull" Systems in Comparison with the U.V.NIS Absorptions of Bridged [10]Annulenyl-1,3-benzodithioiium CationsUVNIS spectra of cationic "push-pull" systems are discussed and compared with the absorptions of new bridged [ lO]annulenyl-l,3-dithiolylium cations.

Structural units of a tetrathiafulvalene and of a quinodimethane are present in the title compound (1), which is a potential donor component for CT complexes. Synthesis starts from the dibromide (2), which supplies the central component.

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Syntheses and Chemical Properties of New ‘Donor‐Acceptor’‐stahilized Molecular Systems with a Central Bicyclo[4.4.1] undeca‐l(10).3,6,8‐tetraene‐2,5‐diylidenc Group The synthesis of X‐methyl‐2‐(5‐oxobicyclo[4.4.1]undeca‐l)10(,3,6,8‐tetraen‐2‐yliden)‐l,3‐benzodithiol (4) is described starting with the keto‐enol mixture 2 and 5‐methyl‐1,3‐benzodithiolium perchlorate. Under rearomatization of the central frame protonation of 4 yields the salt 4c. The reaction of 4 with dicyanoketene gives the ‘push‐pull‐substituted’ 5, and with 9‐carbonylfluorene the fulvalene derivative 7, which can be protonated by CF3CO2H at C(9″) to the salt 8. The reaction of 2‐methylthio‐l,3‐dithiolium jodide 9 with the keto‐enol mixture 2 yields 10, which, on protonation at the carbonyl group by CF3CO2H, gives the salt 11 under rearomatization. The spectral data of the new compounds 4, 4c, 5, 7, 8, 10 and 11 are reported and discussed.