119273-93-7Relevant articles and documents
Solvolysis Mechanism of Indan-2-yl Arenesulfonates
Lee, Ikchoon,Lee, Young Sook,Lee, Bon-Su,Lee, Hai Whang
, p. 1441 - 1445 (2007/10/02)
The solvolysis rates of 5-(Y)-substituted indan-2-yl (Z)-benzenesulfonates were determined in a variety of protic solvents at 45.0, 55.0 and 65.0 deg C.Application of an extended Grunwald-Winstein equation indicates that kinetic responses to both solvent ionizing power, YOTs, and solvent nucleophilicity, NOTs, are relatively low but increase in parallel with increasing leaving ability, m = 0.39-0.46 and I=0.32-0.41 for Z=p-Me p-NO2.The magnitude of cross-interaction constant, ρYZ, is also relatively small (0.16-0.32), which is, however, much more dependent on the nucleophilicity rather than the ionizing power of the solvent.These are consistent with the typical SN2 mechanism proceeding through a transition state in which solvent participates in both bond-making and -breaking processes.