期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 24, 期 34, 页码 8589-8595出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201802138
关键词
diazomethanes; magnesium; N-2 evolution; reductive coupling
资金
- NSERC Canada
- Canada Research Chair
- Einstein Visiting Fellowship at TU Berlin
The reductive coupling of two diazomethanes is affected by reaction with [(NacNac(Mes))Mg](2) affording the species [(NacNac(Mes))Mg(N2CPh2)](2) 2 and [(NacNac(Mes))-Mg(N2C(C6H4)(2))](2) 3. These species containing N-4 linkages readily evolve the central N-2 at 50 and 75 degrees C to give the Mg-imide products [(NacNac(Mes))-Mg(NCPh2)](2) (4) and [(NacNac(Mes))-Mg(NC(C6H4)(2))](2) (5), respectively. The mechanism for the loss of N-2 was considered computationally. Compounds 2 and 3 reacted with O-2 to liberate the tetrazene (Ph2N2)(2) 6 and the hydrazine ((C6H4)(2)CN)(2) 7, whereas reactions with Me3SiOSO2CF3 or Me3SiCl with 2 and 3 provide the related silyl imines 8 and 9, respectively.
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