SYNTHESIS AND REACTIONS OF SILICON-BRIDGED DITHIENYLBIPHENYLS. FINE TUNING OF ELECTRONIC STATES BY BRIDGING SILICON CHAIN LENGTHS

[摘要]：4,4'-Bis(ethylthienyl)-2,2'-(tetramethyl- and tetrabutyldisilano)biphenyls were prepared by the Migita-Kosugi-Stille coupling reactions of ethyl(trimethylstannyl)thiophene with the corresponding dibromo(disilano)biphenyls. The disilane-bridge of the former underwent oxidation with trimethylamine oxide and Pd-catalyzed benzyne-insertion to form siloxane- and disilylbenzene-bridged biphenyls, respectively. The UV spectra of these compounds showed blue-shifted absorption as the silicon-bridges were elongated. A conjugated polymer with an alternating arrangement of disilanobiphenyl and bithiophene units was also prepared and its oxidation was examined.

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