Recently Reported Crystalline Isothiazole Carbenes: Myth or Reality

Singlet carbenes are not always stable: Isothiazole carbenes, recently reported as crystalline solids, cannot even be observed at room temperature; they rearrange into their 2‐imino‐2H‐thiete isomers with an energy barrier of about 1 kcal mol−1 (see scheme). See also the following Correspondence....

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Veröffentlicht in:Angewandte Chemie (International ed.) 2007-01, Vol.46 (36), p.6922-6925
Hauptverfasser: DeHope, Alan, Lavallo, Vincent, Donnadieu, Bruno, Schoeller, Wolfgang W, Bertrand, Guy
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Sprache:eng
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Zusammenfassung:Singlet carbenes are not always stable: Isothiazole carbenes, recently reported as crystalline solids, cannot even be observed at room temperature; they rearrange into their 2‐imino‐2H‐thiete isomers with an energy barrier of about 1 kcal mol−1 (see scheme). See also the following Correspondence.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200702272