Synthetic Strategies Towards Pi-Extended Dithienophospholes Available for Click Chemistry

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2018-04-24
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Abstract
A series of highly luminescent P-acetylenyl functionalized dithieno[3,2-b:2’,3’-d]phospholes were attempted to be synthesized following the previously studied P-phenyl phosphole as a guide. The original synthesis pathway of forming the dithienophosphole scaffold first, then cross-coupling onto the 2,6-positions, then modifying the acetylene to be able to perform click chemistry saw many difficulties. An alternative route was explored where the cross-coupling reaction with a brominated bithiophene was performed first, then a ring closure reaction to form the phosphole was done. Finally, the emissive materials were able to be clicked onto benzyl azide as a proof-of-concept for an organic light-emitting polymer material for the potential application of solid-state lighting.
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Citation
MacLean, L. A. (2018). Synthetic Strategies Towards Pi-Extended Dithienophospholes Available for Click Chemistry (Master's thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca. doi:10.11575/PRISM/31839