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.

引用

页码：29 / &

共 21 条

[1] CIS-TRANS PHOTOISOMERIZATION OF STYRYLPYRIDINES [J].

BORTOLUS, P ;

CAUZZO, G ;

MAZZUCAT.U ;

GALIAZZO, G .

ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-FRANKFURT, 1966, 51 (5-6) :264-&

[2]

BORTOLUS P, 1966, TETRAHEDRON LETT, P239

[3]

BORTOLUS P, 1966, TETRAHEDRON LETT, P3717

[4]

CHAPMAN OL, 1967, ORGANIC PHOTOCHEM ED, V1, P247

[5]

FAVINI G, 1967, GAZZ CHIM ITAL, V97, P1434

[6]

GALIAZZO G, 1965, GAZZ CHIM ITAL, V95, P1322

[7] MECHANISMS OF PHOTOCHEMICAL REACTIONS IN SOLUTION .22. PHOTOCHEMICAL CIS-TRANS ISOMERIZATION [J].

HAMMOND, GS ;

SALTIEL, J ;

BRADSHAW, JS ;

TURRO, NJ ;

LAMOLA, AA ;

VOGT, V ;

COUNSELL, RC ;

COWAN, DO ;

DALTON, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (16) :3197-&

[8] PHOTOSENSITIZED CIS-TRANS ISOMERIZATION OF STILBENES [J].

HAMMOND, GS ;

SALTIEL, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (24) :4983-&

[9] STUDIES IN PHOTOCHEMISTRY .2. PHOTOCYCLISATION OF STILBAZOLES TO AZAPHENANTHRENES [J].

LOADER, CE ;

TIMMONS, CJ .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (12) :1078-&

[10] PHOTOCHEMICAL CYCLISATION OF STILBAZOLES TO AZAPHENANTHRENES [J].

LOADER, CE ;

SARGENT, MV ;

TIMMONS, CJ .

CHEMICAL COMMUNICATIONS, 1965, (07) :127-&

← 1 2 3 →