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Diels-Alder Additions to 2,2’-Biaceanthrylene
preprintsubmitted on 24.04.2021, 20:40 and posted on 28.04.2021, 04:46 by Yachu Du, Kyle Plunkett
A series of Diels-Alder reactions between the diene 2,2’-biaceanthylene and several dienophiles is presented. The diene is a cyclopenta-fused polycyclic aromatic hydrocarbon with anthracene units linked by two cyclopentene rings. Depending on the dienophile, the major product was the result of a single addition (dimethyl acetylenedicarboxylate) or double addition (quinone, benzyne) to the diene. Single crystal X-ray analysis of the quinone-derivative shows a propeller-like structure composed of mixed enantiomers. The synthesis and photophysical properties of these compounds is presented.
CAREER: Electron Acceptor Materials Based on Cyclopenta-fused Polycyclic Aromatic Hydrocarbons
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