Isocyanurate anion radicals via electron-initiated cycloaddition of isocyanates.
Room temperature sodium metal reductions of alkyl isocyanates lead to the rapid electron-initiated formation of alkyl isocyanurate anion radicals, which exhibit EPR coupling to only two equivalent nitrogens. Reduction of (13)C-enriched ethyl isocyanate reveals that the odd electron localizes in the pi system of one carbonyl in the isocyanurate ring. EPR line-width alternation effects indicate that at least two stable conformers are in rapid equilibrium undergoing fast exchange.
Peters
Steven J
SJ
Department of Chemistry, Illinois State University, Normal, Illinois 61790-4160, USA. sjpeter@ilstu.edu
Klen
Joseph R
JR
Smart
Nathaniel C
NC