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33749450295
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[7]
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39
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33749441847
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[10]
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33749436634
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note
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For the arylthiirane radical cations, the β-fragmentation of the intermediate thiyl radical is favored over the dimerization reaction which, is the main pathway with alkylthiiranes [Equation (1)]. This different behavior is probably due to the C-C bond dissociation energy, which is lower in the arylthiirane than in the alkylthiirane radical cations.
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46
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47
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33749439229
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-
note
-
4 can be also ascribed to the nucleophilic attack of water on the distonic radical cation 15.
-
-
-
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48
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37049078936
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a) M. J. S. Dewar, E. G. Zoebisch, E. F. Healy, J. J. P. Stewart, J. Am. Chem. Soc. 1985, 107, 3902-3909;
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50
-
-
33749441075
-
-
note
-
b) Semiempirical calculations were performed with the AM1/UHF method, as implemented in the AMPAC package from the Quantum Chemistry Program Exchange (QCPE), program no. 506.
-
-
-
-
52
-
-
33749435672
-
-
note
-
In the alkylthiirane radical cations, the spin density should also be located on the sulfur atom. Nevertheless, these species do not afford the alkene [Equation (1)], probably due to the higher enthalpy change in the formation of the alkene radical cations.
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