The reductive coupling of two diazomethanes is affected by reaction with [(NacNac )Mg] affording the species [(NacNac )Mg(N CPh )] 2 and [(NacNac )Mg(N C(C H ) )] 3. These species containing N linkages readily evolve the central N at 50 and 75 °C to give the Mg-imide products [(NacNac )Mg(NCPh )] (4) and [(NacNac )Mg(NC(C H ) )] (5), respectively. The mechanism for the loss of N was considered computationally. Compounds 2 and 3 reacted with O to liberate the tetrazene (Ph N ) 6 and the hydrazine ((C H ) CN) 7, whereas reactions with Me SiOSO CF or Me SiCl with 2 and 3 provide the related silyl imines 8 and 9, respectively.
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