18826-31-8Relevant academic research and scientific papers
Structure, photophysics, and photooxidation of crowded diethynyltetracenes
Zhang, Jingjing,Sarrafpour, Syena,Haas, Terry E.,Mueller, Peter,Thomas, Samuel W.
experimental part, p. 6182 - 6189 (2012/06/29)
This paper describes a previously unreported class of sterically crowded tetracene derivatives that have both phenyl and ethynyl substituents. The steric crowding above and below the tetracene core prevents overlap between the extended π-systems of the acenes. Substituent effects cause these tetra-substituted tetracenes to have absorbance and fluorescence spectra red shifted from either disubstituted derivatives or rubrenes, such that they have spectra similar to diarylpentacenes, but with higher quantum yields of fluorescence and greater photostability. These new molecules also undergo cycloaddition reactions with 1O2, giving regioisomeric mixtures of endoperoxides, and in contrast to longer acenes, the ethynyl substituents show only a modest stabilizing effect to photooxidation. Ethynylated tetracenes also exhibited photochromism, with their endoperoxides undergoing cycloreversion to yield the acene starting material at room temperature in the dark. The Royal Society of Chemistry 2012.
Highly active palladium catalyst for the sonogashira coupling reaction of unreactive aryl chlorides
Lee, Dong-Hwan,Kwon, Young-Jun,Jin, Myung-Jong
supporting information; experimental part, p. 3090 - 3094 (2012/01/03)
This communication reports on the β-diketiminatophosphane palladium-catalyzed copper-free Sonogashira coupling of aryl chlorides with alkynes. A catalyst loading of 0.5 mol% is sufficient to achieve high performance under relatively mild reaction conditio
