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Synthesis And Electrochemiluminescence Of Thiophene Substituted Benzosiloles, Tyler J. B. Day

Electronic Thesis and Dissertation Repository

There has been increasing interest in the synthesis of siloles over the past 20 years due to their applications as chemoselective sensors and light emitting diodes. The standard synthesis of siloles involves a one-pot reductive cyclization followed by Negishi cross-coupling, which was modified by the Pagenkopf group to allow the synthesis of dissymmetric siloles. This modified synthesis allows siloles to be tuned to improve their fluorescent properties via varying substituents on the silole. This culminated in the synthesis of a series of 2,5-bis(thiophene)siloles with bulky silyl substituents that displayed excellent electrochemiluminescent properties.

In the past decade there has been a …