Reactions of Sc+, Ti+, V+, Fe+, Co+ and Ni+ with 1-fluoronaphthalene in the gas phase. Metal-catalyzed oligomer formation and observation of unusual ring fragmentation
| Autor: | Ben S. Freiser, Asgeir Bjarnason |
|---|---|
| Rok vydání: | 1994 |
| Předmět: |
Chemistry
Organic Chemistry Fluorobenzene Ionic bonding Photochemistry Dissociation (chemistry) Analytical Chemistry Catalysis Metal Crystallography chemistry.chemical_compound Fragmentation (mass spectrometry) visual_art visual_art.visual_art_medium Molecule Qualitative inorganic analysis Spectroscopy |
| Zdroj: | Rapid Communications in Mass Spectrometry. 8:366-370 |
| ISSN: | 1097-0231 0951-4198 |
| DOI: | 10.1002/rcm.1290080505 |
| Popis: | Poly(naphthalyne) is of interest, in particular, due to its intrinsic electrical conductivity. Reported here are the initial steps in the metal-catalyzed polymerization of naphthalene as observed in the gas-phase reactions of Sc+, Ti+, V+, Fe+, Co+, and Ni+ with 1-fluoronaphthalene studied in a Fourier-transform mass spectrometer. Sc+, Ti+, V+, and Fe+ were found to dehydrofluorinate in a sequential fashion up to three neutral fluoronaphthalene molecules to form ions of the form MC10H, MC20H and MC30H, where M represents the metal. Sc+ showed unusual reactivity by also being able to eliminate C2H2 from fluoronaphthalene, and Ti+ was found to eliminate a hydrogen atom to form TiC10H6F+. Second- and higher-order reactions were studied and several ionic products from primary and secondary reactions were investigated by collision-induced dissociation. Formation of unmetallated ions was also observed. For example, C20H was determined to arise from MFC20H, for M = Ti, V, while for iron it was formed directly from FeC10H in its reaction with the neutral fluoronaphthalene. This is in contrast with the behavior expected from an earlier study of fluorobenzene, where it was observed that (C6H4) species arose from M(C6H4) species. |
| Databáze: | OpenAIRE |
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