Substitution Effects of Hypervalent Iodine(III) Reagents in the Diamination of Styrene

The
influence of electronic parameters on the reaction performance
of hypervalent iodine­(III) reagents in the vicinal diamination of
styrene has been investigated. It demonstrates the influence of the
relative electron density on the aryl substituent of the hypervalent
iodine reagent. In these cases, compounds with donor substituents
outperform the corresponding acceptor-substituted systems. In line
with this observation, a rapid enantioselective diamination was observed
for a preformed chiral bisimidoiodine­(III) reagent. For the first
time, X-ray structural data could be obtained for an isolated chiral
bisimidoiodine­(III).