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Synthesis 2014; 46(12): 1667-1673
DOI: 10.1055/s-0033-1338608
DOI: 10.1055/s-0033-1338608
paper
Synthesis of 2,9-Diethynylanthracene Derivatives
Further Information
Publication History
Received: 29 January 2014
Accepted after revision: 24 February 2014
Publication Date:
28 March 2014 (online)
Abstract
New fluorescent 2,9-diethynylanthracene derivatives ethynylated at unsymmetrical positions were synthesized. The addition of a (trialkylsilyl)ethynyllithium to 2-chloro-9-anthrone gave the corresponding 2-chloro-9-ethynylanthracene, and subsequent nickel-catalyzed coupling with a (trialkylsilyl)ethynyl Grignard reagent furnished the disilylated derivatives. These compounds were used for the synthesis of various 2,9-bis(phenylethynyl)anthracenes and dianthrylbutadiynes. UV–vis and fluorescence spectra were measured to evaluate the substituent effects on the absorption and emission bands.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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For 9,10-DEA units, see:
For 1,8-DEA, see: