Substituent effects on the photohydration of 1-aryl-5,5-dimethyl-1,3-hexadiynes

被引：1
|
作者：
Shim, SC [1 ]
Chae, YS [1 ]
Baek, EK [1 ]
Park, SK [1 ]
机构：
[1] UNIV SUWON,DEPT CHEM,KYUNG KI DO 445743,SOUTH KOREA
来源：
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 1997年 / 106卷 / 1-3期
关键词：
photohydration; substituent effects;
D O I：
10.1016/S1010-6030(97)00053-1
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 photohydration of 1-aryl-5,5-dimethyl-1,3-hexadiynes in aqueous sulfuric acid (10% H2SO4) yields two types of alkynyl (type A and type B) and allenyl ketones (type C and type D) through both S-1 and T-1 excited states when diynes are substituted by other than a nitro group. The electron-withdrawing substituents favor C-1 protonation giving type C allenyl ketones, while the electron-donating group yields C-4 protonation products, type D allenyl ketones. In contrast, nitro-substituted diynes gave only allenyl ketones (type C and type D) via T-1 excited states. (C) 1997 Elsevier Science S.A.
引用
收藏
页码：155 / 160
页数：6
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