H. Ihmels et al., Solid-state photolysis of anthracene-linked ammonium salts: The search fortopochemical anthracene photodimerizations, TETRAHEDRON, 56(36), 2000, pp. 6867-6875
The reaction of 9-N,N-dimethylaminomethylanthracene 1 with aromatic carboxy
lic acids gave crystalline salts (2a, 2b, 3a and 3b), which were irradiated
in the solid state. Whereas salt 3a was selectively transformed to the dim
er 4a, the other salts were photoinert. The results were rationalized on th
e basis of X-ray structure analysis. In the presence of oxygen, solid-state
irrradiation of anthracene salt 3b leads to selective photooxygenation. Th
e selectivity of both solid-state photoreactions was not observed in soluti
on. (C) 2000 Elsevier Science Ltd. All rights reserved.