title: Cyanide-arene Meisenheimer complex generated in electrospray ionization mass spectrometry using acetonitrile as a solvent.
abstract: The C - C bond formation activated under negative electrospray ionization of an acetonitrile solution of 1,3,5-trinitrobenzene is reported. The solvent function is to provide a source of cyanide ion, a highly problematic reagent, which is found to attack the electron-deficient aromatic ring to form a covalently bound anionic complex (Meisenheimer complex). The structure of the complex is elucidated by means of collision induced dissociation mass spectrometry and IR multiple photon dissociation spectroscopy in the 'fingerprint' region.
authors: Dipartimento di Chimica e Tecnologie del Farmaco, Università degli Studi di Roma La Sapienza, P.le A. Moro 5, 00185, Rome, Italy.
authors: Barbara
authors: B
authors: Chiavarino
authors: Philippe
authors: P
authors: Maitre
authors: Simonetta
authors: S
authors: Fornarini
authors: Maria Elisa
authors: ME
authors: Crestoni
mesh_terms: D000097:Acetonitriles / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry; D003486:Cyanides / Q000737:chemistry*; D008968:Molecular Conformation; D012997:Solvents / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D053719:Tandem Mass Spectrometry
chemical_list: D000097:Acetonitriles; D001555:Benzene Derivatives; D003486:Cyanides; D012997:Solvents; C032159:acetonitrile
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