A reexamination of the molecular mechanism of the Diels-Alder reaction between tetrafluoroethene and cyclopentadiene

被引：49

作者：

Jasinski, Radomir ^{[1
]}

机构：

[1] Cracow Univ Technol, Inst Organ Chem & Technol, Warszawska 24, PL-31155 Krakow, Poland

来源：

REACTION KINETICS MECHANISMS AND CATALYSIS | 2016年 / 119卷 / 01期

关键词：

Diels-Alder reaction; DFT study; Kinetic isotope effects; Stepwise mechanism; QUANTITATIVE CHARACTERIZATION; CYCLOADDITION REACTIONS; STEREOSELECTIVITY; REGIO; LIGHT;

D O I：

10.1007/s11144-016-1038-1

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

DFT calculation results shed a new light on the mechanism of cycloaddition reaction between tetrafluoroethene and cyclopentadiene. The unique influence of fluorine atoms on the ethylene derivative molecule causes the [2 + 2] cycloaddition process to take place according to a stepwise, biradical mechanism. At the same time, the competitive and independent path leads to a one-step (and not a two-step, as was once thought) cycloaddition reaction leading to a [2 + 4] cycloadduct.

引用

页码：49 / 57

页数：9

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