From Thia- to Selenadiazoles: Changing Interaction Priority

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• 作者：Benjamin D. Lindner ; Benjamin A. Coombs ; Manuel Schaffroth ; Jens U. Engelhart ; Olena Tverskoy ; Frank Rominger ; Manuel Hamburger ; Uwe H. F. Bunz
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：February 1, 2013
• 年：2013
• 卷：15
• 期：3
• 页码：666-669
• 全文大小：286K
• 年卷期：v.15,no.3(February 1, 2013)
• ISSN：1523-7052

文摘

The synthesis, optical, and electrochemical properties as well as solid-state structures of a series of alkynylated, benzannulated selenadiazoles are reported. This set of compounds is compared to the lighter homologue series, the thiadiazoles. The selenadiazoles show head-to-head dimerization in the solid state, while packing of the thiadiazoles was dominated by the steric bulk of the side groups. The Se鈥揘 interaction is a supramolecular motif that should drive the effective self-assembly and modulate charge transport when these compounds are used as thin films in devices.