39066-42-7Relevant articles and documents
Synthesis, thermolysis, and mass spectrometry of perfluorinated Di- and triazidopyridines
Chapyshev
, p. 968 - 975 (2001)
2,4-Diazido-3,5,6-trifluoropyridine and 2,4,6-triazido-3,5-difluoropyridine were obtained by the reaction of pentafluoropyridine with sodium azide in aqueous acetone. Under the action of electron impact the 2,4-diazidopyridine undergoes sequential fission of the azide groups in positions 2 and 4 of the pyridine ring and ring contraction with the formation of a characteristic [M-2N2-F]+ ion. On the other hand thermolysis of the same diazide is accompanied by the selective decomposition of its γ-azide group with the formation of 4-amino-2-azido-3,5,6-trifluoropyridine. The effect of selective decomposition of the azide groups in 2,4-diazidopyridines on thermolysis and under electron impact is caused by the different distribution of bonding orbital density at the α- and γ-azide groups respectively in the initial diazide and its radical cation. One of the routes of the triazide decomposition under electron impact is the formation of the [M-N2]+ ion due to decomposition of the α-azide group.
Effective synthesis of chiral N-fluoroaryl aziridines through enantioselective aziridination of alkenes with fluoroaryl azides
Jin, Li-Mei,Xu, Xue,Lu, Hongjian,Cui, Xin,Wojtas, Lukasz,Zhang, X. Peter
supporting information, p. 5309 - 5313 (2013/06/26)
The CoII complex of a D2-symmetric chiral porphyrin ([Co(D2-Por*)], see scheme) is a highly effective catalyst for the enantioselective aziridination of alkenes with fluoroaryl azides. The reaction can be performed at RT w