Dichlorodiazirine: a nitrogenous precursor for dichlorocarbene.
The reaction of 3-p-nitrophenoxy-3-chlorodiazirine with a 1.1:1.0:1.6 blend of tetrabutylammonium chloride, cesium chloride, and the ionic liquid 1-butyl-3-methylimidazolium chloride at 40-50 degrees C under vacuum at 1 mm.Hg produced a melt from which dichlorodiazirine distilled into a cold trap containing pentane at -70 degrees C over 6-7 h. Dichlorodiazirine, the first nitrogenous precursor for dichlorocarbene, was reasonably stable in the dark at 25 degrees C and efficiently generated the carbene upon photolysis.
Chu
Gaosheng
G
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, New Brunswick, NJ 08903, USA.
Moss
Robert A
RA
Sauers
Ronald R
RR
D003978:Diazomethane / Q000031:analogs & derivatives* / Q000737:chemistry; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D006843:Hydrocarbons, Chlorinated; C507194:dichlorodiazirine; D003978:Diazomethane; C004260:dichlorocarbene