A highly effective cobalt catalyst for olefin aziridination with azides: hydrogen bonding guided catalyst design.
[Co(P1)], which was designed on the basis of potential hydrogen-bonding interactions in the metal-nitrene intermediate, is a highly active aziridination catalyst with azides. [Co(P1)] can effectively aziridinate various aromatic olefins with arylsulfonyl azides under mild conditions, forming sulfonylated aziridines in excellent yields. The Co-based system enjoys several attributes associated with the relatively low cost of cobalt and the wide accessibility of arylsulfonyl azides. Furthermore, it generates stable dinitrogen as the only byproduct.
Ruppel
Joshua V
JV
Department of Chemistry, University of South Florida, Tampa, Florida 33620-5250, USA.
Jones
Jess E
JE
Huff
Chelsea A
CA
Kamble
Rajesh M
RM
Chen
Ying
Y
Zhang
X Peter
XP
D000475:Alkenes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D001386:Azides; D001388:Aziridines; D009942:Organometallic Compounds; D003035:Cobalt