Regioselective Addition of Grignard Reagents to Substituted Tropones

Kinetic Study of the Interconversion of the Regio-isomeric Iron Tricarbonyl Complexes Derived from 4-Bromotropone

“…Tropone (2,4,6-cycloheptatrien-1-one) normally undergoes 1,8-addition reactions with nucleophiles and engages, as the 6π-addend, in [π6s + π4s] cycloadditions with conjugated dienes . In contrast, the η 4 -iron tricarbonyl complex of this seven-membered carbocycle reacts in a 1,2- or 1,4-fashion with nucleophiles and participates, as the 2π-addend, in a range of [π4s + π2s] (Diels−Alder) cycloaddition reactions …”