A study of potential cyclopropyl–silver ion complex formation
1969 ◽
Vol 47
(18)
◽
pp. 3327-3331
◽
Keyword(s):
The relative abilities of some cyclopropyl derivatives of norbornene and of norbornadiene to form water soluble complexes with 1 M silver nitrate at 25° were determined. Equilibrium constants, Keq, for the reaction[Formula: see text]were in the order[Formula: see text]Quadricyclene (tetracyclo[3.2.0.02,704,6]heptane) is rapidly isomerized to norbornadiene in the presence of silver ion under the equilibration conditions. The relative Keq values are interpretable in terms of steric and inductive effects of cyclopropyl groups on olefin – silver ion complex formation and they give no evidence of a stabilizing cyclopropyl – silver ion interaction.