Anthraquinon-2-ylethyl-1′,2′-diol (Aqe-diol) as a new photolabile protecting group for aldehydes and ketones

被引:18
|
作者
Yu, Jing-yu [1 ]
Tang, Wen-Jian [1 ]
Wang, Hong-Bo [1 ]
Song, Qin-Hua [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
基金
中国国家自然科学基金;
关键词
photolabile protecting groups; 2-(1,2-dihydroxyethyl) anthraquinone; aldehydes and ketones; photochemistry;
D O I
10.1016/j.jphotochem.2006.05.010
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
A new photolabile protecting group for aldehydes and ketones, 2-(1,2-dihydroxyethyl) anthraquinone (Aqe-diol) and four caged compounds have been prepared and their photochemistry investigated. Upon 350 nm light irradiation, the caged compounds 2a-d in CH3CN-H2O solution can efficiently release the carbonyl compounds (conversion rate 60-90%), and their uncaging quantum efficiencies were measured, ranging from 0.03 to 0.09. On the basis of HPLC analysis and quenching experiments, a mechanism of the uncaging reaction was suggested. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:101 / 105
页数:5
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