Photochemical rearrangement of some cyclobutene-1,2-diones in the presence of cyclopentadiene: a mechanistic study

Photochemical rearrangement of some cyclobutene-1,2-diones in the presence of cyclopentadiene: a mechanistic study
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环戊二烯存在下一些环丁烯-1,2-二酮的光化学重排:机理研究

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发表时间:
1993
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影响因子:
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通讯作者:
S. Kirchmeyer
S. Kirchmeyer
中科院分区:
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文献类型:
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作者:
Robert D. Miller;S. Kirchmeyer

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在环戊二烯存在下,各种取代的环丁烯-1,2-二酮经辐照可形成1:1的加成物,其中含有5-螺环丙基Δ α,β -丁烯内酯单元。这些加合物的结构相似性,原来产生的照射后,与苯并环丁烯-1,2-二酮在烯烃的存在下,建议一个可能的共同机制,涉及形成一个扩环氧杂卡宾中间体
The irradiation of a variety of substituted cyclobutene-1,2-diones in the presence of cyclopentadiene leads to the formation of 1:1 adducts which contain the baric 5-spirocycyclopropyl Δ α,β -butenoliide unit. The structural similarity of these adducts to those produced originally upon irradiation with benzocyclobutene-1,2-dione in the presence of olefins suggested a possible common mechanism involving the formation of a ring-expanded oxacarbene intermediate