Molecular Topology of Linked Anthracenes: X-Ray Structure Analyses of Alkyl Di-9-anthryl-glycolates, 9-Anthryl 9-Anthrylmethyl Ethers and Their Photoisomers

Molecular Topology of Linked Anthracenes: X-Ray Structure Analyses of Alkyl Di-9-anthryl-glycolates, 9-Anthryl 9-Anthrylmethyl Ethers and Their Photoisomers
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连接蒽的分子拓扑:二-9-蒽基-乙醇酸烷基酯、9-蒽基 9-蒽基甲基醚及其光异构体的 X 射线结构分析

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发表时间:
1989
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通讯作者:
Allan H. White
Allan H. White
中科院分区:
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文献类型:
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作者:
H. Becker;B. Skelton;Allan H. White

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用单晶X-射线衍射法测定了二-9-蒽基乙醇酸乙酯(1)和二-9-蒽基乙醇酸甲酯(2)及其三种异构化产物的分子结构。在(1)和(2)中,蒽环类的特征在于显著偏离平面性。通过Diels -桤木反应,(2)的热异构化和光异构化的立体定向过程被认为是由烷氧羰基的空间需求所控制的。通过9-蒽基从碳迁移到氧的碱催化异构化(2)与空间释放有关。
The molecular structures of ethyl di-9-anthrylglycolate (1) and methyl di-9-anthrylglycolate (2), as well as those of three isomerization products of (2), have been established by single-crystal X-ray diffraction studies. In both (1) and (2), the anthracenemoieties are characterized by marked deviations from planarity. The stereospecific course of the thermal and photochemical isomerization of (2) by Diels -Alder reaction is suggested to be governed by the spatial demand of the alkoxycarbonyl group. Base-catalysed isomerization of (2) by migration of 9-anthryl from carbon to oxygen is associated with steric relief.