Structure and Photophysical Properties of 1,1,2,2-Tetra(1-anthryl)ethane: A C(sp3)–C(sp3) Bond Substituted with Four Anthracene Units

Shu Aoki, Eiji Tsurumaki, Masahiro Yamashina, Kan Wakamatsu, Shinji Toyota

The title aromatic compound comprising four anthracene units was synthesized by the McMurry coupling of di(1-anthryl) ketone as a hydrogenated product in 65% yield. The mol. forms a C2 sym. structure with the ap confor mation about the C(sp3)-C(sp3) single bond, as revealed by X-ray anal. and DFT calculations The UV/vis and fluorescence spectra of this compound were compared with those of anthracene, di(1-anthryl)methane, and 1,2-di(1-anthryl)ethane. The fluorescence spectrum showed a broad emission band at 450 nm having a long lifetime at 21 ns, which was assignable to an excimer-type emission, in contrast to the other reference compounds The characteristic photophys. property is discussed in terms of the mol. structure with the aid of the noncov alent interaction plots and the conformational anal.

ChemPlusChem

87

1

e202100447

10.1002/cplu.202100447