ChemInform Abstract: Synthesis and Properties of Stable Heteroazulene Analogues of a Triphenylmethyl Cation.
Abstract
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ChemInform Abstract
The route to title compounds (IV) and (V) involves TFA-catalyzed electrophilic aromatic substitution of heteroazulenes (I) with orthoformate (II), followed by oxidative hydrogen abstraction with DDQ and subsequent exchange of the counter-anion by using aq. HPF6 or aq. HBF4. The spectrophotometrically determined pKR+-values are in the range of 9.7—13.1. A good correlation between the pKR+-values and the reduction potentials, determined by cyclic voltammetry, are obtained for the title cations.
