We are grateful to the National Science Foundation for financial support and NCSA (TG-CHE040005N) for computer time. Trajectory animations of reactions of 1,3-dipoles with acetylene and ethylene are available online at http://www.chem.ucla.edu/∼lxu01pku.
Dynamics of 1,3-Dipolar Cycloaddition Reactions of Diazonium Betaines to Acetylene and Ethylene: Bending Vibrations Facilitate Reaction†
Article first published online: 20 FEB 2009
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 48, Issue 15, pages 2746–2748, March 30, 2009
How to Cite
Xu, L., Doubleday, Charles E. and Houk, K. N. (2009), Dynamics of 1,3-Dipolar Cycloaddition Reactions of Diazonium Betaines to Acetylene and Ethylene: Bending Vibrations Facilitate Reaction . Angew. Chem. Int. Ed., 48: 2746–2748. doi: 10.1002/anie.200805906
- Issue published online: 24 MAR 2009
- Article first published online: 20 FEB 2009
- Manuscript Received: 4 DEC 2008
- National Science Foundation
- dipole bending;
- trajectory calculations;
- transition states
Getting the bends: The dynamics of 1,3-dipolar cycloaddition reactions have been explored by decomposing transition vector, quasi-classical trajectories, and single trajectories. Dipole bending (see picture) makes the largest contribution to the TS distortion energy and constitutes the major part of transition-state distortion energy in the favored concerted pathway.