Ulbricht, Mathias; Thurner, Joern Uwe; Siegmund, Manfred; Tomaschewski, Georg:
Photochemical Wolff-rearrangement of cyclic 2-diazo-1,3-dicarbonyl compounds.
1988
In: Zeitschrift fuer Chemie (Z.Chem.), Jg. 28 (1988), Heft 3, S. 102 - 103
Artikel/Aufsatz in Zeitschrift / Fach: Chemie
Titel:
Photochemical Wolff-rearrangement of cyclic 2-diazo-1,3-dicarbonyl compounds.
Autor(in):
Ulbricht, Mathias im Online-Personal- und -Vorlesungsverzeichnis LSF anzeigen; Thurner, Joern Uwe; Siegmund, Manfred; Tomaschewski, Georg
Erscheinungsjahr
1988
Erschienen in:
Zeitschrift fuer Chemie (Z.Chem.), Jg. 28 (1988), Heft 3, S. 102 - 103
ISSN

Abstract:

The photochem. Wolff-rearrangement of title compds. I (X = CH2CHPhCH2, CH2CMe2CH2, CHPhCHPhCH2, OCMe2O, NRCONR; R = Me, Ph, cyclohexyl) at 120K-200nm gave ketoketenes II which on warning above 180K gave cyclopantanone and ketene dimers in some cases. Photolysis of I (X = NPhCONPh) in alc. at 300K-300nm gave valance isomer diazirine III. Photolysis of I (X = CH2CHPhCH2) in EtOH at 300K-200nm gave Et 4-phenylcyclopentan-2-onecarboxylate whereas photolysis of I (X = NPhCONPh) in MeOH at 300K-200nm gave Me 1,3-diphenylhydantoincarboxylate.