http://www.cnr.it/ontology/cnr/individuo/prodotto/ID114351

The [Ru(p-cymene)Cl2]2/Acetic Acid Catalytic System: from Stereoselective Dimerization of Arylalkynes to Conjugated Oligomers (Abstract/Poster in convegno)

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The [Ru(p-cymene)Cl2]2/Acetic Acid Catalytic System: from Stereoselective Dimerization of Arylalkynes to Conjugated Oligomers (Abstract/Poster in convegno) (literal)

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Mauro Bassetti, Chiara Pasquini, Antonino Raneri (2007)
The [Ru(p-cymene)Cl2]2/Acetic Acid Catalytic System: from Stereoselective Dimerization of Arylalkynes to Conjugated Oligomers
in 6th Internatlonal School of Organometallic Chemistry (ISOC), Camerino
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The catalytic dimerization of terminal alkynes represents an attractive route for the preparation of 1,4-disubstituted enynes, which are versatile building blocks in organic synthesis and in material science. We recently reported on the stereoselective formation of (E)-1,4-diarylenynes which is catalyzed by complex [Ru(p-cymene)Cl2]2 in acetic acid or acetic acid-solvent mixtures, including water, at room temperature. The reaction is compatible with the presence of strong electron-withdrawing as well as electron-donating substituents on the aryl ring of the substrate, and products are obtained with yields in the range 30-60%. Within ruthenium catalysis, this is the first procedure employing a commercially available complex under phosphine free conditions, yielding high E stereoselectivity in the enyne products. We describe here the extension of the procedure to 1,4 diethynyl derivatives as an easy entry to a novel class of conjugated oligomers 1 characterized by the alternation of arene and C-4 enyne units (Ar CC CH=CH-). The syntheses and properties of these materials will be presented in this communication. (literal)

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