作者:E. Taskinen、E. Sainio
DOI:10.1016/s0040-4020(01)93777-9
日期:1976.1
Thermodynamics of geometrical and prototropic isomerization reactions on some halogen-containing vinyl ethers of the types ROCH–CHX (X = Cl, Br), ROC(CH2X)CH2 (X = F, Cl, Br), and ROC(CHMeCl)CH2 (R = Me, Et, Et2CH) have been studied. In ROCHαCHβX the cis (or Z) isomer is thermodynamically the more stable isomer, the higher stability of the Z isomer being due to its lower enthalpy. The relative stability
的类型ROCH-CHX的某些含卤素的乙烯基醚(X =氯,溴)几何和质子异构化反应的热力学,ROC(CH 2 X)CH 2(= F,氯,溴X),和ROC( CHMeCl)= CH 2(R = Me,Et,Et 2 CH)已被研究。在ROCH α CH β X的顺(或Z)异构体在热力学上是更稳定的异构体,Z异构体的较高稳定性是由于其较低的焓。但是,如果αH原子被Me基团取代,则E和Z形式的相对稳定性会逆转。在像OCsystemsCX的体系中,卤原子的双键稳定能力以Cl> Br> F的顺序降低,这与卤代烯烃的情况相反,后者的顺序是F> Cl> Br。