PHOTOCYCLIZATION OF STYRYLPYRIDINES TO AZAPHENANTHRENES AND THEIR GEOMETRICAL PHOTOISOMERIZATION

被引:33
作者
BORTOLUS, P
CAUZZO, G
MAZZUCAT.U
GALIAZZO, G
机构
[1] Institute of Physical Chemistry, University of Padova, National Center of Radiation Chemistry and Radioelements of the “Consiglio Nazionale delle Ricerche”, Section III, Padova, Bologna
[2] Institute of Organic Chemistry, University of Padova, Padova
来源
ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-FRANKFURT | 1969年 / 63卷 / 1-4期
关键词
D O I
10.1524/zpch.1969.63.1_4.029
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The photocyclization and the eis—trans photoisomerization of styrylpyridines and stilbene at 254 mμ have been investigated spectrophotometrically in n-hexane. The decay rate of the photocyclization intermediate has been also measured. A rough correlation was found between the quantum yields of the two side processes. Triplet → triplet energy transfer experiments performed with triplet-donor photosensitizors, showed that in the mechanism of the competitive photoprocesses the triplet state of styrylpyridines is involved in the photoisomerization and the excited singlet state is involved in cyclization, as in the case of stilbene. The effects of structure and protonation are briefly discussed. The different reactivity of 3-styrylpyridine in its two-ways photocyclization is justified by theoretical calculations. © 1969, IEEE. All rights reserved.
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页码:29 / &
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