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University of Missouri, St. Louis

2013

Synthesis

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Siloles Bearing Coordination-Active 2,5-Substituents: Synthesis, Reactivity, Structural And Spectral Properties., James Bryan Carroll Aug 2013

Siloles Bearing Coordination-Active 2,5-Substituents: Synthesis, Reactivity, Structural And Spectral Properties., James Bryan Carroll

Dissertations

Siloles, or silacyclopentadienes and other group 14 metalloles are structurally analogous to their all-carbon analogue, cyclopentadiene, except for the heavy group 14 element (i.e., Si, Ge, Sn, and Pb) in the 1-position. The placement of the heavy element in this position allows for unique properties, such as high electron affinity, mobility, and bathochromically shifted optical spectra, as compared to cyclopentadienes, and the relatively low-lying lowest-unoccupied molecular orbital (LUMO) helps to account for these properties. The substituents about the silole have a significant impact on the electronics and properties observed, with 2,5-substituents inducing the most substantive changes. Even as many 2,5-substituents …