Abstract
THOUGH it has long been accepted that the unimolecular process SN1′ represents a common mechanism of isomeric rearrangement and of substitution with rearrangement in anionotropic systems, for example, 
the idea has been extant since 19381 that a bimolecular mode of rearrangement SN2′ might also exist: 
In these formulations X− represents a general anion, so that the X'S which engage in different processes, or together participate in the same process, may, or may not, be chemically identical.
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References
Hughes, Trans. Farad. Soc., 34, 194, (1938).
Hughes, Trans. Farad. Soc., 37, 629 (1941). Roberts, Winstein and Young, J. Amer. Chem. Soc., 64, 2157 (1942). Young and Andrews, ibid., 66, 421 (1944). Catchpole and Hughes, J. Chem. Soc., 1, 4 (1948).
Carroll, J. Chem. Soc., 1226 (1940). Wilson, Trans. Farad. Soc., 37, 631 (1941).
(a) Kepner, Winstein and Young, J. Amer. Chem. Soc., 71, 115 (1949). (b) Young, Webb and Goering, ibid., 73, 1076 (1951).
Dewar, Bull. Soc. Chim., 18, C43 (1951).
de la Mare, England, Fowden, Hughes and Ingold, J. Chim. Phys., 45, 236 (1948).
England, thesis (London, 1950).
Catchpole, Hughes and Ingold, J. Chem. Soc., 8 (1948).
Hughes and Ingold, J. Chim. Phys., 45, 241 (1948).
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ENGLAND, B., HUGHES, E. Demonstration of Bimolecular Anionotropic Change. Nature 168, 1002–1003 (1951). https://doi.org/10.1038/1681002b0
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DOI: https://doi.org/10.1038/1681002b0
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