ISSN:
0951-4198
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Physics
Notes:
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+6, MC20H+12 and MC30H+18, 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+12 was determined to arise from MFC20H+12, for M = Ti, V, while for iron it was formed directly from FeC10H+6 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)+n species arose from M(C6H4)+n species.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/rcm.1290080505
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