Synthesis of Stable Isothiazole Carbenes
| Autor: | Thomas Gelbrich, Janine Wolf, Hans-Jörg Hofmann, Winfried Böhlmann, Bärbel Schulze, Matthias Findeisen |
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| Rok vydání: | 2007 |
| Předmět: |
Models
Molecular Quantum chemical Isothiazole Molecular Structure Carbene dimerization Transition metal carbene complex Imidazoles General Chemistry Crystallography X-Ray Hydrocarbons Catalysis Thiazoles chemistry.chemical_compound chemistry Ab initio quantum chemistry methods Computational chemistry Thermodynamics Singlet state Protons Dimerization Methane |
| Zdroj: | Angewandte Chemie International Edition. 46:3118-3121 |
| ISSN: | 1521-3773 1433-7851 |
| DOI: | 10.1002/anie.200604305 |
| Popis: | Whereas stable imi-dazolyl-2- and 1,3-thiazol-2-ylidenes are accessible, isothia-zol-3-ylidenes4 could not beisolated until now.This isnotsurprising when one compares some thermodynamic andkineticcharacteristicsfortypicalcarbenereactionsof1,2,and4(R=H)estimatedbymeansofabinitiocalculations(forthedetails of the quantum chemical calculations, see the Sup-porting Information). The reaction enthalpies and freereaction enthalpies for the carbene dimerization (Table1)indicatethatthetendencytoformdimersismuchhigherforthe singlet isothiazol-3-ylidenes than for the other types ofheterocyclic carbenes. Hints of the lower stability of theisothiazol-3-ylidenescanalsobeobtainedfromthecalculatedfree reaction enthalpies and free activation enthalpies(Table2) for the interconversionbetween carbenesand the |
| Databáze: | OpenAIRE |
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