Add time:07/23/2019         Source:sciencedirect.com

The reaction of 4,4-dichloro-2,6-di(n-butyl)dithienogermole (DTGCl) with lithium naphthalenide yielded a dark blue solution, which was treated with methyl iodide to provide a 4,4-dimethylated product in 67% isolated yield, indicating the formation of 4,4-dilithio-2,6-di(n-butyl)dithienogermole (DTGLi). Similar treatment of the dark blue solution containing DTGLi with trimethylsilyl fluoride and water gave the corresponding 4,4-disubstituted products. When trimethylsilyl chloride was used, however, no silylated products were obtained, likely due to steric hindrance. The reaction of DTGLi with DTGCl gave poly[2,6-di(n-butyl)dithienogermole-4,4-diyl], whose UV–vis absorption spectra revealed a more extended conjugation than that of a previously prepared product from the Wurtz-type coupling of DTGCl with sodium. Reinvestigation of the electronic states of poly(dithienogermole-4,4-diyl) derivatives on the basis of crystal orbital calculations was also accomplished.

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