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Fragmentation and rearrangement processes in the mass spectra of perhalogenoaromatic compounds—VIII: Fluoroaromatic heterocyclic derivatives of group IV
Author(s) -
Lanthier G. F.,
Miller J. M.,
Cohen S. C.,
Massey A. G.
Publication year - 1974
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210080126
Subject(s) - chemistry , fragmentation (computing) , tin , ion , metal , mass spectrum , metastability , crystallography , fluorine , medicinal chemistry , germanium , stereochemistry , silicon , organic chemistry , operating system , computer science
The metastable ion supported fragmentations and fluorine transfer rearrangements of a series of fluoroaromatic heterocyclic derivatives of silicon, germanium and tin are reported. Of particular interest is the unique loss of neutral SiF 4 from the parent ion of (C 12 F 8 )Si yielding the [C 24 F 12 ] + ˙ ion. These and similar rearrangements are discussed and structures are proposed for some of the ions observed. The general case of cyclic rearrangement intermediates prior to the loss of neutral metal fluorides from perfluoroaromatic derivatives is discussed. Losses of neutral metal fluorides from the parent ions appear to involve a species with increased co‐ordination number about the central atom as an intermediate. In addition to (C 12 F 8 ) 2 M, the following compound types were studied: (C 6 H 5 ) 2 Ge(C 12 F 8 ), (C 12 F 8 S) 2 M and R 4 Sn 2 (C 6 F 4 ) 2 (where M = a Group IV metal and R = CH 3 or C 6 H 5 ).