This page titled 11: Electrophilic Rearrangement is shared under a CC BY-NC 3.0 license and was authored, remixed, and/or curated by Chris Schaller via source content that was edited to the style and standards of the LibreTexts platform.

亲电反应指缺电子（对电子有亲和力）的试剂进攻另一化合物 电子云 密度较高（富电子）区域引起的反应。 亲电反应属于 离子型反应 （ionic reaction）的一种，是 有机化学 的基本反应之一。 [1] 在相互作用的两个体系之间，由于一个体系对另一个体系的电子的吸引所引起的 化学反应。 这些反应属于 离子反应。 反应试剂在 反应过程 中，从与之相互作用的原子或体系得到或共享电子对者，称为 亲电试剂 (E+)。 式中R为烷基。 上述类型的 正离子 取代反应属于SE类型反应。 例 …

An electrophilic molecular rearrangement is one in which the migrating radical leaves an electron pair on the atom of departure (migration origin) and becomes linked through an electron pair on the destination atom (migration terminus). An early example is the thermal isomerization of isocyanides to nitriles 1:

Superelectrophiles may undergo a variety of rearrangement reactions in order to form more stable structures or to lose positive charge. Typically, stabilized structures are characterized by greater separation of cationic charge centers. Superelectrophiles may also undergo structural rearrangements that lead to favorable deprotonation steps.

Rearrangements with Migration to Electrophilic Heteroatomic Centers: Timeless Classics in Organic Synthesis covers the basic principles and synthetic applications of a critically important class of organic reactions that date back to the founding period of organic chemistry. These reactions are not only of historical and pedagogical interest ...

Electrophilic rearrangements involving carboanionic species are rather less common than similar rearrangements involving carbocations. The difference between them can be clearly seen by comparing their transition states with a 1,2-shift of the alkyl group in …

Electrophilic Rearrangement. ER1. Introduction. In organic chemistry, a rearrangement is an intramolecular process in which an atom or group of atoms shifts to another position in a molecule. Sometimes, this process leads to formation of an isomer.

The Arndt-Eistert reaction is a useful application of the Wolff rearrangement. This reaction is used to take a carboxylic acid and make its chain one carbon longer by inserting a CH 2 group into the chain. It is a three-step process, involving the sequential addition of thionyl chloride, then diazomethane, and finally silver(I) nitrate.

2018年7月3日 · A new and modular electrophilic trifluoromethylthiolation/semipinacol rearrangement of allylic silyl ethers has been developed under mild conditions. This approach allows the formation of a number of β-SCF 3 carbonyl compounds with a cyclic and all-carbon quaternary center framework in moderate to good yields.

An electrophilic reaction such as HX with an alkene will often yield more than one product. This is strong evidence that the mechanism includes intermediate rearrangement steps of the cation.