The rearrangement of chrysanthemyl alcohol in fluorosulphuric acid

Baig, Mirza Azam; Banthorpe, D. V.; Carr, Graham; Whittaker, D.

doi:10.1039/p29900000163

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Computational Methods For Predicting the Most Probable Pathw...1

The Nature Of the Acidic Medium1

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1999

2001

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Cited by 3 publications

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“…As has been noted above, the structure 84 was ascribed to the ion generated from the alcohol 81. 39 However, quantum-chemical calculations by the MINDO/3 method (AMPAC programme) revealed that the cation 84 was converted into the ion 164 without a barrier. This suggests that the ion 84 could not be regarded as a stable species.…”

Section: Computational Methods For Predicting the Most Probable Pathw...mentioning

confidence: 99%

“…In other words, the reaction pathway is not determined by thermodynamic factors but is rather due to a lesser contribution of heterocyclisation because of the protonation of the heteroatom in superacids. In the study by Baig et al, 39 the effect of the medium was neglected and the structure 84 was ascribed to the ion generated from the alcohol 81 in a superacid. As a matter of fact, this ion has the structure 82 38 (Scheme 3, see Ref.…”

Section: The Nature Of the Acidic Mediummentioning

confidence: 99%

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