TY - JOUR
T1 - Identity SN2 Reactions. The Relationship Between Transition State Geometry, Selectivity and the Mechanism of Solvent Action
AU - Shaik, Sason S.
PY - 1985
Y1 - 1985
N2 - Reactivity trends in the identity SN2 reaction (X− + CH3X → XCH3 + X−) are discussed using the state correlation diagram model. The model projects that the activation process can be defined as a distortion effort to transfer a single electron from the nucleophile to the leaving group across the alkyl group (CH3). Three domains of reactivity are discussed (a) the geometry of the transition state (looseness and tightness), (b) the intrinsic selectivity of substrates, and (c) the mechanism of solvent action. A link is drawn between these three domains, and a physical insight is provided.
AB - Reactivity trends in the identity SN2 reaction (X− + CH3X → XCH3 + X−) are discussed using the state correlation diagram model. The model projects that the activation process can be defined as a distortion effort to transfer a single electron from the nucleophile to the leaving group across the alkyl group (CH3). Three domains of reactivity are discussed (a) the geometry of the transition state (looseness and tightness), (b) the intrinsic selectivity of substrates, and (c) the mechanism of solvent action. A link is drawn between these three domains, and a physical insight is provided.
UR - http://www.scopus.com/inward/record.url?scp=84985163698&partnerID=8YFLogxK
U2 - 10.1002/ijch.198500121
DO - 10.1002/ijch.198500121
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AN - SCOPUS:84985163698
SN - 0021-2148
VL - 26
SP - 367
EP - 374
JO - Israel Journal of Chemistry
JF - Israel Journal of Chemistry
IS - 4
ER -