The benzil rearrangement reaction: Trapping of a hitherto minor product and its application to the development of a selective cyanide anion indicator

被引:144
作者
Sessler, Jonathan L. [1 ,2 ]
Cho, Dong-Gyu [1 ,2 ]
机构
[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA
[2] Univ Texas Austin, Inst Cell & Mol Biol, Austin, TX 78712 USA
关键词
D O I
10.1021/ol7027306
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The isolation and characterization of an intermediate from the benzil-cyanide reaction is reported. The use of this trapping chemistry to produce a chemical indicator for the cyanide anion is described. It relies on the synthesis and reaction of a pi-extended analogue of benzil. Addition of tetrabutylammonium cyanide to organic solutions of this species, referred to as compound 3 in the text, gives rise to a dramatic change in both color and fluorescence properties.
引用
收藏
页码:73 / 75
页数:3
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