97289-37-7Relevant academic research and scientific papers
Metathesis and diaziridination reactions of (CO)5W = C(OMe)-p-XC6H4 with cis-azobenzene. Electronic and solvent effects
Maxey, Claudia Tata,Sleiman, Hanadi F.,Massey, Scott T.,White, Lisa McElwee
, p. 5153 - 5160 (2007/10/02)
The reaction of cis-azobenzene with a series of para substituted phenyl carbenes (CO)5W=C(OMe)p-XC6H4 (X = H, OMe, CF3) was carried out in both noncoordinating and coordinating solvents. The stability and reactivity of the initially formed zwitterionic species (CO)5WNPhNPhC(OMe)(p-XC6H4) depended on the substituent X. In noncoordinating solvents, the unsubstituted zwittenonic species (CO)5WNPhNPhC(OMe)C6H5 was converted into an isomeric zwitterionic intermediate and a 2,4-diazametallacycle. Both isomeric zwitterions and the 2,4-diazametallacycle ultimately decomposed to yield the metathesis product PhN=C(OMe)Ph. The mechanism of 2,4-diazametallacycle formation was shown to involve the intermediacy of a coordinated diazindine in which the metal subsequently inserts into the N-N bond. When the unsubstituted zwittenon was decomposed in CH3CN, the coordinated diaziridine was displaced by solvent, inhibiting formation of the 2,4-diazametallacycle.
