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

Jonathan L. Sessler; Dong Gyu Cho

doi:10.1021/ol7027306

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

Jonathan L. Sessler, Dong Gyu Cho

University of Texas at Austin

Research output: Contribution to journal › Article › peer-review

144 Scopus citations

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 π-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.

Original language	English
Pages (from-to)	73-75
Number of pages	3
Journal	Organic Letters
Volume	10
Issue number	1
DOIs	https://doi.org/10.1021/ol7027306
State	Published - 3 Jan 2008
Externally published	Yes

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

Abstract

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