Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
Chem Rev. 2021 Jun 23;121(12):6777-6801. doi: 10.1021/acs.chemrev.0c01055. Epub 2021 Mar 2.
Cyclopentadiene is one of the most reactive dienes in normal electron-demand Diels-Alder reactions. The high reactivities and yields of cyclopentadiene cycloadditions make them ideal as click reactions. In this review, we discuss the history of the cyclopentadiene cycloaddition as well as applications of cyclopentadiene click reactions. Our emphasis is on experimental and theoretical studies on the reactivity and stability of cyclopentadiene and cyclopentadiene derivatives.
环戊二烯是正常电子需求狄尔斯-阿尔德反应中最具反应性的二烯之一。环戊二烯加成反应的高反应性和产率使其成为理想的点击反应。在这篇综述中,我们讨论了环戊二烯加成反应的历史以及环戊二烯点击反应的应用。我们的重点是关于环戊二烯及其衍生物的反应性和稳定性的实验和理论研究。