Transitions in the photocolouration and thermodecolouration of salicylaldehyde m-bromoanil

Chin. J. Org. Chem. ›› 1990, Vol. 10 ›› Issue (4): 360-365. Previous Articles Next Articles

Original Articles

水杨叉间溴缩苯胺的光发色和热消色反应过渡态

吴国生;葛明娟;林光灿;李尊良;舒菊坪

中国科学院上海有机化学研究所;中国科学院上海光学精密机械研究所

发布日期:1990-08-25

Transitions in the photocolouration and thermodecolouration of salicylaldehyde m-bromoanil

WU GUOSHENG;GE MINGJUAN;LIN GUANGCAN;LI ZUNLIANG;SHU JUPING

Published:1990-08-25

Abstract

In nonpolar solvent, salicylaldehyde m-bromoanil exists in 2 substable enol forms, cis-trans-trans (I) and cis-cis-trans (II), resp. Observation of the photocoloration stems from the formation of the trans-keto anil from I upon irradiation of its solution in petroleum ether at -170? It is most likely that the photoisomerization proceeds via an antarafacial 1,5-H-migrated Moebius array, while suprafacially 1,5-H-migrated Hueckel cycle of the cis-keto anil results in the formation of the photoinert II.

Key words: REACTION MECHANISM, BENZALDEHYDE P, BROMINE COMPOUNDS, PHOTOCHROMISM, ANILINE, STRUCTURE AND PROPERTY CORRELATION, SALICYLANILIDUM, TRANSITION STATE

CLC Number:

O644

Cite this article

WU GUOSHENG;GE MINGJUAN;LIN GUANGCAN;LI ZUNLIANG;SHU JUPING. Transitions in the photocolouration and thermodecolouration of salicylaldehyde m-bromoanil[J]. Chin. J. Org. Chem., 1990, 10(4): 360-365.

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水杨叉间溴缩苯胺的光发色和热消色反应过渡态

Transitions in the photocolouration and thermodecolouration of salicylaldehyde m-bromoanil

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