1,1-Dialkyl (ethyl, iso-propyl, n-hexyl)-2,5-dibromo-3,4-diphenyl-siloles (I, II, III) were prepared by the reactions of 1,1-dialkyl (ethyl, iso-propyl, n-hexyl)-1,1-di(phenylethynyl)silanes with lithium naphthalenide, ZnCl2, and N-bromosuccinimide (NBS), respectively. Two bromine groups of the prepared siloles were replaced with two trimethylsilylethynyl groups using trimethylsilylacetylene (TMSA) under the solvent of diisopropylamine and catalysts such as palladium chloride, copper iodide, and triphenylphosphine. The 1,1-dialkyl (ethyl, iso-propyl, n-hexyl)-2,5-bis(trimethylsilylethynyl)-3,4-diphenyl-siloles (IV, V, VI) were synthesized in high yields. The photochemical properties, such as UV-Vis absorption, excitation, and fluorescence emission spectra, of the prepared materials were investigated. Each coin cell was made with the three synthesized silole materials, and their lithium-ion battery anodes properties, for example, cyclic voltammetry (CV), C-rate performance, long cycling performance, and electrochemical impedance spectroscopy (EIS) were examined particularly.

Synthesis and electrochemical properties of 1,1-dialkyl-2,5-bis(trimethylsilylethynyl)-3,4-diphenyl-siloles as lithium-ion battery anodes

ACS Spring 2022

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