Scheme 1. Formation of [1.1.1] propellane via intramolecular attack of the anionic lone pair onto the bridgehead carbon bearing the bromo leaving group

From

Introduction of a Computational Chemistry Course-Based Undergraduate Research Experience (CURE) into an Advanced Organic Chemistry Lab: An Investigation of Propellane Formation

Phillip J. Alexander, Dillon Button-Jennings, Claudia N. Evans, Mason B. Hemstreet, Marissa E. Henager, Stephanie Jacob, Charles S. Jolly, Maayan R. Lantzman, Alexandra Saputo, Nolan R. Stager, Elizabeth L. Whitman, Bohdi J. Young, Gary W. Breton

World Journal of Chemical Education. 2021, 9(3), 88-93 doi:10.12691/wjce-9-3-4