An analysis of the factors contributing to the regioselectivity observed in the opening of oxiranes
An analysis of the factors contributing to the regioselectivity observed in the opening of oxiranes
复制标题
影响环氧乙烷开环区域选择性的因素分析
DOI：
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复制
发表时间：
1980
期刊：
影响因子：
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通讯作者：
P. Morand
中科院分区：
文献类型：
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作者：
M. Kayser;P. Morand
环氧化物开环反应的区域选择性可以用软硬酸碱（HSAB）理论来分析。硬酸与环氧乙烷环的氧原子的配位产生“拉动效应”，其决定开环的方向。在没有一个强大的“拉效应”的“推效应”的接近基地的检查和后果的亲核试剂的相对柔软性或硬度上的区域选择性的开环进行了讨论。
The regioselectivity of epoxide ring opening can be analyzed in terms of hard–soft acid–base (HSAB) theory. The coordination of the hard acid with the oxygen atom of the oxirane ring produces a "pulling effect" which determines the direction of the ring opening. In the absence of a strong "pulling effect" the "pushing effect" of the approaching base is examined and the consequences of relative softness or hardness of the nucleophile on the regioselectivity of the ring opening are discussed.