CONTROLLED ACCELERATION AND INHIBITION OF BERGMAN CYCLIZATION BY METAL CHLORIDES

被引：99

作者：

WARNER, BP

MILLAR, SP

BROENE, RD

BUCHWALD, SL

机构：

[1] MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA

[2] BOWDOIN COLL, DEPT CHEM, BRUNSWICK, ME 04011 USA

来源：

SCIENCE | 1995年 / 269卷 / 5225期

关键词：

D O I：

10.1126/science.269.5225.814

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

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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页码：814 / 816

页数：3

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