Synthesis of 1,3-Dialkylimidazol-2-ylidene Boranes from 1,3-Dialkylimidazolium Iodides and Sodium Borohydride.
1,3-Dialkylimidazol-2-ylidene boranes have been made in moderate yields (typically 23-53%) from the corresponding N-alkyl imidazole, an alkylating agent (usually MeI), and sodium borohydride (NaBH4). The two-step, one-pot reaction sequence takes about 1 day to perform. The reagents are inexpensive, and the reactions are easy to conduct. The synthesis of 1,3-dimethylimidazol-2-ylidene borane has been conducted on scales up to 100 mmol and is especially convenient because the pure product can be isolated by direct recrystallization from water.
Department of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
Sean
S
Gardner
Department of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
Takuji
T
Kawamoto
Department of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
Dennis P
DP
Curran