
TY  - JOUR
A1  - Morgan, Joy L. 
A1  - Flood, Amar 
A1  - Gordon, Keith C. 
A1  - Kjaergaard, Henrik G. 
A1  - Robinson, Brian H. 
A1  - Simpson, Jim 
T1  - 2,6-Diazaanthracene-9,10-dione and its Radical Anion&#8212; A Structural and Spectroscopic Investigation
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2003
VL  - 56
IS  - 6
SP  - 607
EP  - 614
KW  - 
UR  - https://doi.org/10.1071/CH02238 
N2  - An analysis of the structure, vibrational and electronic spectra, and the molecular orbitals of 2,6-diazaanthracene-9,10-dione (DAAD) (1) and its radical anion is presented. Strong &#960;-stacking is seen in the crystal structure of (1) and observed bond lengths and angles are in good agreement with those calculated with the B3LYP/6-31G(d) method. The vibrational spectra of (1) show strong bands at 1686 cm&#8211;1 (IR) and 1676 cm&#8211;1 (Raman) corresponding to the antisymmetric and symmetric C&equals;O stretch, respectively, in good agreement with calculated data. Electrochemical or chemical reduction to (1)&#8226;- results in a new spectrum with a strong absorption due to the antisymmetric stretch at 1481 cm&#8211;1 (predicted 1470 cm&#8211;1). The lowest energy electronic transition for (1) occurs at 317 nm; new transitions at lower energy (403, 573, and 910 nm) are seen in the spectrum of (1)&#8226;-. The dark purple radical anion (1)&#8226;- was isolated as the Cp2Co+ salt but its ESR spectrum did not display hyperfine coupling. 
ER  -

