Sulfur, mercury, and boron adducts of sydnone imine derived anionic N-heterocyclic carbenes

Freese, Tyll; Namyslo, Jan C. GND; Nieger, Martin; Schmidt, Andreas GND

The sydnone imines (5-benzoylimino)-3-(2-methoxyphenyl)-sydnone imine and molsidomine were deprotonated at C4 to give sydnone imine anions which can be represented as anionic N-heterocyclic carbenes, respectively. Trapping reactions with sulfur gave unstable sydnone imine sulfides which were stabilized by the formation of methyl thioethers, methyl sulfoxides, gold complexes [(PPh3)Au–S-sydnone imine] and a bis(ligand) mercury(II) complex. The latter possesses a tetrahedral coordination of the mercury central atom to the sulfur atoms with the N6 nitrogen atoms coordinating as neutral ligands. Water converted the molsidomine anion into ethyl(2-morpholino-2-thioxoacetyl)carbamate. Mercury(II)chloride and triphenylborane were employed to trap the sydnone imine carbenes as mercury complexes as well as BPh3 adducts.

Vorschau

Zitieren

Zitierform:

Freese, Tyll / Namyslo, Jan / Nieger, Martin / et al: Sulfur, mercury, and boron adducts of sydnone imine derived anionic N-heterocyclic carbenes. 2019.

Zugriffsstatistik

Gesamt:
Volltextzugriffe:
Metadatenansicht:
12 Monate:
Volltextzugriffe:
Metadatenansicht:

Grafik öffnen

Rechte

Nutzung und Vervielfältigung:

Export