This was ascribed to the simultaneous occurrence of SN1 and SN2 reactions without an intermediate mechanism. These results are taken as evidence for the duality of SN1 and SN2 mechanisms in the Menschutkin reaction in the non-solvolyzing solvent acetonitrile. Copyright 2001 John Wiley & Sons, ...
Preliminary mechanistic study suggest an SN1-type substitution reaction pathway (Scheme 45). Initially, FeCl3 catalyst coordinates with the ether to form intermediate A, which undergoes Csp3-O etheric bond cleavage to provide benzylic cation intermediate B and iron species C, which abstracta...
SN1-SN2hydrolysisbenzenesulfonylandbenzylHydrolysis reactions of benzyl chlorides and benzenesulfonyl chlorides were theoretically investigated with the density functional theory method, where the water molecules are explicitly considered. For the hydrolysis of benzyl chlorides (para-ZCl), both the Z group ...
duality of SN1SN2 mechanismsbenzyl tosylatesYukawa–Tsuno equationThe rate data for the Menschutkin reaction between strongly activated Z-substituted benzyl p-toluenesulfonates and Y-substituted N,N-dimethylanilines in acetonitrile at 35 °C fit the equation, kobs = k1 + k2 [D...
3. An hypothesis of a push-pull SN2 mechanism in media with a low or moderate value of and replacement of this mechanism by an SN1 mechanism in media with a high value of has been advanced.doi:10.1007/BF00949157K. A. Charushnikov...
E. The SN2–SN1 Spectrum. 4. The SN2 (Intermediate) Mechanism for Solvolyses of tert-Butyl Chloride: A Revised Y Scale of Solvent Ionizing Power Based on Solvolyses of 1-Adamantyl Chloride. J. Am. Chem. Soc. 1982, 104, 5741–5747. (b) Bentley, T. W.; Llewellyn, G. YX Scales...
Accordingly, N-benzylisatin derivative (3) was prepared by a nucleophilic substitution reaction of benzyl bromide (2) with isatin derivative (1) under SN2 reaction conditions, namely in a basic medium (anhydrous potassium carbonate) in a polar aprotic solvent (acetonitrile), as shown in Scheme 2...