Photochemical properties and structures ofN-amino andN-azomethine derivatives of 2,4,6-triphenylpyridinium perchlorates

Autor: Filipenko, O. S., Aldoshin, S. M., Shilov, G. V., Makarova, N. I., Kharlanov, V. A., Knyazhanskii, M. I.
Zdroj: Russian Chemical Bulletin; February 1995, Vol. 44 Issue: 2 p287-292, 6p
Abstrakt: The molecular structures of the initial compounds and the products of photocyclization involving amino and azomethine groups in perchlorates ofN-amino (1) andN-azomethine (2) derivatives of 2,4,6-triphenylpyridinium cations were studied. Cations1 and2 have an essentially non-coplanar arrangement of the a-Ph rings, and the product of photocyclization of2, cation3, is characterized by a flattened structure. It was found that the orientation of the lone electron pair of the N atom with respect to one of the planes of the a-Ph rings in molecule1 is more favorable for monocyclization involving the amino group. The structure of molecule2 allows two routes of the photoreaction,viz., O ? N proton transfer and monocyclization with an a-Ph ring. However, the structural features of molecule2 are more favorable for photocyclization.
Databáze: Supplemental Index