97807-39-1Relevant articles and documents
Reaction of Nucleophiles with 1,1-Dinitro-2,2-diphenylethylene
Russell, Glen A.,Dedolph, Douglas
, p. 3878 - 3881 (2007/10/02)
Products of the reaction of a variety of nucleophiles with Ph2C=C(NO2)2 are reported.Michael-type adducts have been isolated: (Ph2C(N)CH(NO2)2) for N- = (RO)2PO-, (RO)2PS-, RCOCH2-.With the nucleophiles MeO- or Me2C=NO2- in Me2SO the adducts are formed but are hydrolyzed upon workup with 5percent aqueous HCl at 25 deg C to yield benzophenone.Benzophenone is also the major product from reaction with the nucleophiles NO2-, AcO-, MeC(=S)O-, EtO-, and Me3CO- in Me2SO.With N- = Me3CS-, ArS-, PhO-, or PhSe- in Me2SO, vinylic substitution occurs to yield Ph2C=C(N)NO2.With ArSO2- in DMF nucleophilic aromatic substitution occurs to yield p-ArSO2C6H4COPh.