NOVEL PHOTOADDITION OF α-METHYLSTYRENE TO N-METHYL-1,8-NAPHTHALIMIDE IN METHANOL. FORMATION OF A TETRACYCLIC ADDUCT.

Article abstract of DOI:10.1016/S0040-4039(01)91073-1

Photolysis of 1,8-naphthalimide and α-methylstyrene in methanol results in the formation of a novel tetracyclic product via electron transfer.

Full text of DOI:10.1016/S0040-4039(01)91073-1

Triclinic,
Picker FACS-I diffrac-
2910 unique data, 2676 I
refined by block-diagonal
a-7.404(4), b-9.727,
Cube-shaped crystals from ethyl ether.
6.
tometer,
Structure solved by direct methods,
squares,
atoms included. Final
wtd.
Omote, Y. Tetrahedron 1977, 33, 485.
7.
Hasegawa, T.; Watabe, M.; Aoyama,
Smith, A. B. III, Agosta, W. C. J. Am. Chem.
Wolff, s.; Schreiber, W. L.;
1972, 94, 7797.
In fact this is a general result with radical anions in aromatic systems.
See: McCullough, J. J.; Miller, R. C.; Wu, W-S. Can. J. Chem. 1977, 55,
8.
2910. Arnold, D. R.; Wong, P. C.; Maroulis, A.
Cameron, T. S. Pure
R. J. Tetrahedron 1982,
Lewis, F. D.;
Chem. 1980, 52, 2609.
38, 1069. Mizuno, K.;
2994.
C.; Sakurau, H. J. Am. Chem.
1974, 96,
(Received in USA 24 April 1984)