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RESEARCH PRODUCT
ChemInform Abstract: 1H-Naphtho(2,1-b)thiete and 2H-Naphtho(2,3-b)thiete - Synthesis and Reactivity.
Herbert MeierAxel Mayersubject
Valence (chemistry)Flash vacuum pyrolysisComputational chemistryChemistryMNDOReactivity (chemistry)Reactive componentsGeneral MedicineRing (chemistry)Cycloadditiondescription
Abstract The title compounds 4 and 8 are obtained by flash vacuum pyrolysis of the corresponding hydroxymethylthionaphthols 3 and 7. Whereas 4 shows a smooth ring opening on heating, 8 is thermally stable but reacts photochemically. The different behavior is explained on the basis of an MNDO calculation. The valence isomers 4′ and 8′ represent thioquinonemethides, which are highly reactive components in [12π + 2π]cycloaddition processes (4 → 9, 10, 11; 8 → 12).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-08-19 | ChemInform |