Controlled Acceleration and Inhibition of Bergman Cyclization by Metal Chlorides

Details Controlled Acceleration and Inhibition of Bergman Cyclization by Metal Chlorides Controlled Acceleration and Inhibition of Bergman Cyclization by Metal Chlorides

Aug 1995

adsabs.harvard.edu/cgi-bin/nph-data_query?bibcode=1995sci...269..814w&link_type=abstract

Science, Volume 269, Issue 5225, pp. 814-816

Physics

2

Scientific paper

The Bergman cyclization has been the subject of renewed interest with the discovery of naturally occurring enediyne-based antitumor agents that cleave DNA by means of an aromatic diradical. These natural substrates have a means to trigger this cycloaromatization process. Control of this reaction by substrate modification would allow aromatic diradicals to be generated selectively. In the studies presented here it is disclosed that the Bergman cyclization of 1,2-bis(diphenyl phosphinoethynyl)benzene was accelerated by a factor of >30,000 by the addition of palladium(II) chloride or platinum(II) chloride and was inhibited by the addition of mercury(II) chloride.

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