Luminescent P-Benzyl Dithienophospholes – A Joint Experimental and Theoretical Investigation
Zisu Wang A , Alva Y. Y. Woo A and Thomas Baumgartner A B
+ Author Affiliations
- Author Affiliations
A Department of Chemistry and Centre for Advanced Solar Materials, University of Calgary, 2500 University Drive NW, Calgary, AB, T2N 1N4, Canada.
B Corresponding author. Email: thomas.baumgartner@ucalgary.ca
Australian Journal of Chemistry 66(10) 1171-1178 https://doi.org/10.1071/CH13220
Submitted: 30 April 2013 Accepted: 20 May 2013 Published: 26 June 2013
Abstract
A series of P-benzyl functionalised dithieno[3,2-b:2′,3′-b]phospholes with different substitution pattern at the phosphorus as well as the conjugated scaffold was synthesised and characterised via optical spectroscopy. Single crystal X-ray crystallography was performed on one species. The experimentally observed data were solidified with density functional theory calculations. In contrast to related benzylated P-phenyl phospholium species, the new systems show pronounced photoluminescence in solution, with the exception of the phosphole sulfide species. The observed photophysics could be explained with dominating π→π* transitions, despite the presence of the benzyl group that had been found to quench the fluorescence in the predecessor benzyl system with P-phenyl substituent.
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