Viesser Renan V, Donald Clayton P, May Jeremy A, Wu Judy I
Department of Chemistry, University of Houston, Houston, Texas 77204, United States.
Org Lett. 2024 May 10;26(18):3778-3783. doi: 10.1021/acs.orglett.4c00879. Epub 2024 Apr 29.
Computational studies for a series of low to high strain anti-Bredt alkenes suggest that those with highly twisted bridgehead double bonds and a small singlet-triplet energy gap may undergo facile stepwise [2 + 2] cycloadditions to furnish four membered rings. A selection of reaction substrates, including ethylene, acetylene, perfluoroethylene, and cyclooctyne are considered.
对一系列低到高应变的反布瑞德烯烃进行的计算研究表明,那些具有高度扭曲的桥头双键且单重态-三重态能隙较小的烯烃可能会经历容易的逐步[2 + 2]环加成反应以形成四元环。考虑了一系列反应底物,包括乙烯、乙炔、全氟乙烯和环辛炔。