Isomerization of perchlorohexatriene in three consecutive rearrangements to perchloro-2-vinylbutadiene
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- 作者：Dieter Schollmeyer ; Heiner Detert ; detert@uni-mainz.de
- 关键词：Perchlorinated compounds ; Isomerization ; Cyclization ; Ring contraction ; Pyrolysis ; Radical
- 刊名：Tetrahedron Letters
- 出版年：2017
- 出版时间：1 March 2017
- 年：2017
- 卷：58
- 期：9
- 页码：843-846
- 全文大小：473 K
- 卷排序：58
文摘
Perchlorohexatriene isomerizes in three subsequent rearrangements to perchloro-2-vinylbutadiene. A radical-induced Z-E-equilibration of linear perchlorohexatrienes is followed by cyclization to a methylenecyclopentene. Under flash-vacuum pyrolysis conditions, a ring contraction to 1,2-dimethylenecyclobutane occurs. In the condensed phase, a radical-induced ring opening generates the branched perchloro-vinylbutadiene. All compounds are converted to hexachlorobenzene, but only at very high temperatures.