The benzil rearrangement reaction: trapping of a hitherto minor product and its application to the development of a selective cyanide anion indicator |
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| Authors: | Sessler Jonathan L Cho Dong-Gyu |
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| Institution: | Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712-0165, USA. sessler@mail.utexas.edu |
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| Abstract: | 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. |
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