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

页码：155 / 160

页数：6

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