title: 1,1-diamino-2,2-dinitroethylenes are always zwitterions.
abstract: The nitration of tetraiodoethylene (7) yields 1,1-diiodo-2,2-dinitroethylene (8). The latter reacts with alkylamines 9 or alkyldiamines 11 to give the corresponding acyclic 1,1-diamino-2,2-dinitroethylenes 10 or their cyclic analogs 12, respectively. On the basis of liquid and solid-state (13)C and (15)N NMR data, x-ray analysis and ab initio calculations, we suggest that the title compounds are always zwitterionic and that the C(A)-C(N) bond is not a true double bond.
authors.affiliation: The Ethel and David Resnick Chair in Active Oxygen Chemistry, Department of Chemistry, Bar-Ilan University, Ramat Gan, Israel.
authors.forename: Pessia
authors.initials: P
authors.lastname: Gilinsky-Sharon
authors.forename: Hugo E
authors.initials: HE
authors.lastname: Gottlieb
authors.forename: David E
authors.initials: DE
authors.lastname: Rajsfus
authors.forename: Keren
authors.initials: K
authors.lastname: Keinan-Adamsky
authors.forename: Vered
authors.initials: V
authors.lastname: Marks
authors.forename: Pinchas
authors.initials: P
authors.lastname: Aped
authors.forename: Aryeh A
authors.initials: AA
authors.lastname: Frimer