[2 + 2] AND [2 + 4] CYCLOADDITIONS OF DIFLUOROMETHYLENECYCLOPROPANES
[2 + 2] AND [2 + 4] CYCLOADDITIONS OF DIFLUOROMETHYLENECYCLOPROPANES
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DOI：
10.1021/jo00357a004
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发表时间：
1986-04-04
影响因子：
3.6
通讯作者：
SMART, BE
中科院分区：
文献类型：
--
作者：
DOLBIER, WR;SEABURY, M;SMART, BE
1有趣的是，没有其他脱氯程序被证明是有效的。[12]这种合成方法提供了数克的1，并且远远优于先前报道的方法，[11]该方法涉及将二氟卡宾加入到联烯中。（二氟亚甲基）环丙烷2通过在密封管中在260 - 300 ℃下平衡1约30分钟来制备.在这些条件下，2占混合物的约70%，并通过GLPC进行分离。精确的热力学和动力学参数，这种热平衡已被报道。1和2都通过它们的19F和13C NMR光谱充分表征。2，2-二氟亚甲基环丙烷的环加成反应（1）。在Diels-Alder环加成反应中，2，2-二氟亚甲基环丙烷是一个反应活性很高的亲双烯体，但不愿意进行[2 + 2]环加成反应。
1 teresting, no other dechlorination procedures proved effective. 12 This synthesis provides multigram quantities of 1 and is far superior to the method reported earlier, 11 which involved adding difluorocarbene to aliene.(Difluoromethylene) cyclopropane 2 was prepared by equilibrating 1 at 260-300 C for about 30 min in a sealed tube. Under these conditions, 2 comprised about 70% of the mixture, and it was isolated by GLPC. Exact thermodynamic and kinetic parameters for this thermal equilibration have been reported. 11 Both 1 and 2 were fully characterized by their, 19F, and 13C NMR spectra. Cycloadditions of 2, 2-Difluoromethylenecyclo-propane(1). 2, 2-Difluoromethylenecyclopropane was found to be a quite reactive dienophile in Diels-Alder cycloadditions but was reluctant to undergo [2+ 2] cy-cloadditions.