Computational discovery of a novel automerization process for 1-fluorocyclopropene.
[reaction: see text] Both DFT and CCSD and CCSD(T) computational methods indicate that 1-fluorocyclopropene can undergo an unprecedented "electrocyclic" automerization process involving a full 180 degrees rotation of its methylene group, without the formation of an intermediate carbene or diradical.
Dolbier
William R
WR
Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. wrd@chem.ufl.edu
Shelton
G Robert
GR
Battiste
Merle A
MA
Stanton
John F
JF
Price
David R
DR