A stable and persistent bisketene: 2,3-bis(trimethylsilyl)-1,3-butadiene-1,4-dione

A stable and persistent bisketene: 2,3-bis(trimethylsilyl)-1,3-butadiene-1,4-dione
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稳定且持久的双烯酮:2,3-双(三甲基甲硅烷基)-1,3-丁二烯-1,4-二酮

DOI:
10.1021/ja00053a055
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发表时间:
1992
影响因子:
15
通讯作者:
T. Tidwell
T. Tidwell
中科院分区:
化学1区
文献类型:
--
作者:
Da;T. Tidwell

文献摘要

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双烯酮一直是化学研究的目标。母体1,3-丁二烯-1,4-二酮(1)2a B b是一种反应性物质,当在10 K下通过双(重氮基)二酮2在Ar基质中的光解形成时,可以通过其2125 cm-1处的IR谱带鉴定28. 3在430 ℃下热解也得到1,环化为4,用CH_3OH捕集得到丁二酸二甲酯(5)。2b虽然已经直接观察到其他双烯酮,但没有报道1的自由衍生物对环化稳定。
Bisketenes have long been the targets of chemical investiga-tions. 1· 2 3The parent 1, 3-butadiene-1, 4-dione (l) 2a b is a reactive species that when formed by photolysis of the bis (diazo) diketone 2 in an Ar matrix at 10 K could be identified28 byits IR band at 2125 cm" 1. Pyrolysis of 3 at 430 C also gave 1 as evidenced by cyclization to 4 and trappingwith CH3OH to give dimethyl succinate (5). 2b While other bisketenes have been directly observed, no free derivative of 1 has beenreported that is stable toward cyclization.