2002
DOI: 10.2751/jcac.3.8
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Theoretical Study on the Position of Protonation of Benzodixanthene Endoperoxide and its Analogs

Abstract: Colorless endoperoxide (1a) of benzo [1,2,3-kl:4,5,6-k'l']dixanthene (2a) changes into colored 2a in the presence of acid at room temperature. Interaction between 1a and acid was estimated using the AM1 molecular orbital calculation. The calculation shows that 1a reacts with a proton more easily at an endo oxygen atom than at a xanthene oxygen atom, and that the protonated species goes through a carbocation (4a) to give colored 2a. In order to propose novel functional dyes, which change their color more sensit… Show more

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“…The possible reactivity of benzodixanthene endoperoxide analogs with acid is discussed using the semiempirical AM I calculation [6]. The interaction of the endoperoxide 3-6a with acid is expected to be more efficient than that of la.…”
Section: Introductionmentioning
confidence: 99%
“…The possible reactivity of benzodixanthene endoperoxide analogs with acid is discussed using the semiempirical AM I calculation [6]. The interaction of the endoperoxide 3-6a with acid is expected to be more efficient than that of la.…”
Section: Introductionmentioning
confidence: 99%