Abstract:l,2-Bis(9-anthryl)ethylene (1) was first found to be formed by pyrolysis of poly-9-thioanthraldehyde,1 and it was subsequently reported to be accessible by reacting 9-anthraldehyde with sodium diphenylphosphine oxide at 200 °C.2 The yellow compound obtained by these two
There is considerable interest in highly conjugated, planar, electron-acceptor molecules that form stable anion radical salts with appropriate cationic species, as many of these salts are organic semiconductors or organic metals.1
There is considerable interest in highly conjugated, planar, electron-acceptor molecules that form stable anion radical salts with appropriate cationic species, as many of these salts are organic semiconductors or organic metals.1
Cyclic compounds consisting of two 10‐mesityl‐1,8‐anthracene units with trans‐ or cis‐ethenylene linkers and their ethynylene and ethylene analogs were synthesized by cross‐coupling reactions and catalytic hydrogenation reactions. The structures of the four compounds were investigated by X‐ray analysis and DFT calculations. The trans‐ethenylene and ethylene compounds had nonplanar stair‐like frameworks, whereas the cis‐ethenylene compound had a rigid folded framework. In the UV/Vis spectra, the absorption bands red‐shifted in the order of ethylene, cis‐ethenylene, trans‐ethenylene, and ethynylene compounds according to an increase in π‐conjugation. The fluorescence spectra showed that these compounds were emissive in solution as well as in the solid state. Dynamic processes involving the exchange between the two syn forms were observed for the trans‐ethenylene and ethylene compounds by variable temperature 1H NMR measurements. The effects of linkers on electronic properties and dynamic behavior are discussed on the basis of their molecular structures and molecular orbitals.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.