Unsymmetrical photodimerization of a 9-aminomethylanthracene in the crystalline salt.
By the salt formation with particular nonaromatic dicarboxylic acids, rapid and selective photodimerization of 9-(N,N-dimethylaminomethyl)anthracene (1) was accomplished in the solid state. For instance, the salt with trans,trans-muconic acid or acetylenedicarboxylic acid was led quantitatively to the 9,10:4',1' photodimer usy-ht-2, the first example of the unsymmetrical [4+4] photodimerization of anthracene in the solid state. The reactions were rationalized by the relevant C...C distances between the reacting carbons.
Horiguchi
Masahiro
M
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan.
Ito
Yoshikatsu
Y