- An Empirical Aromativcity Index (AIRT) Based on "Reversion to Type" in the Hydrolysis of Methyl Ethers, Methyl Thioethers, and Methyl Selenoethers Derived from Some Heterocyclic and Homocyclic Polyenes
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Hydronium ion catalysed hydrolysis and deuterium exchange in CD3CN-D2O (9:1 v/v) of the following compounds have been investigated: 1-methoxy-, 3-methoxy- and 1-methylthio-cyclohepta-1,3,5-triene, 1-methoxy-cyclooctatetraene, 2-methylthio-, 3-methylthio- and 2-methylseleno-benzofuran, 2-methylthio- and 3-methylthio-benzothiophene, and 2-methylthio-N-methyl-indole.The values of log kex/khyd for these compounds and those of a previous investigation have been used to define an aromaticity scale based on "reversion to type".
- Capon, Brian,Lew, Sing Quan
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p. 7823 - 7838
(2007/10/02)
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