Synthesis, Structure, and Reactivities of a Stable Primary-alkyl-substituted Sulfenic Acid
Synthesis, Structure, and Reactivities of a Stable Primary-alkyl-substituted Sulfenic Acid
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DOI：
10.1246/cl.150046
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发表时间：
2015-05-05
影响因子：
1.6
通讯作者：
Goto, Kei
中科院分区：
文献类型：
--
作者：
Ishihara, Michihiro;Abe, Noriald;Goto, Kei
利用空腔状的空间位阻保护基，合成并分离了一种伯烷基取代的次磺酸，并用X射线晶体学分析对其结构进行了表征。研究了次磺酸对各种试剂的反应性，实验和理论证明，将次磺酸加成到简单烯烃上以产生相应的亚砜在化学上比逆反应（即亚砜的顺式-β-消除）更有利。
A primary-alkyl-substituted sulfenic acid was synthesized and isolated by taking advantage of a cavity-shaped steric protection group and characterized by X-ray crystallographic analysis. The reactivities of the sulfenic acid toward various reagents were investigated, and it was demonstrated experimentally and theoretically that the addition of a sulfenic acid to a simple alkene to produce the corresponding sulfoxide is thermodynamically more favorable than the reverse reaction, i.e. syn-beta-elimination of a sulfoxide.