Photochemical properties and structures of N-amino and N-azomethine derivatives of 2,4,6-triphenylpyridinium perchlorates.

Autor: Filipenko, O., Aldoshin, S., Shilov, G., Makarova, N., Kharlanov, V., Knyazhanskii, M.
Zdroj: Russian Chemical Bulletin; 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 of N-amino ( 1) and N-azomethine ( 2) derivatives of 2,4,6-triphenylpyridinium cations were studied. Cations 1 and 2 have an essentially non-coplanar arrangement of the α-Ph rings, and the product of photocyclization of 2, cation 3, 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 α-Ph rings in molecule 1 is more favorable for monocyclization involving the amino group. The structure of molecule 2 allows two routes of the photoreaction, viz., O → N proton transfer and monocyclization with an α-Ph ring. However, the structural features of molecule 2 are more favorable for photocyclization. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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