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Evaluation of the reduction of imidazophenazine dye derivatives under fast‐atom‐bombardment mass‐spectrometric conditions
Author(s) -
Kosevich Marina V.,
Boryak Oleg A.,
Orlov Vadim V.,
Shelkovsky Vadim S.,
Chagovets Vitalij V.,
Stepanian Stepan G.,
Karachevtsev Viktor A.,
Adamowicz Ludwik
Publication year - 2006
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.974
Subject(s) - chemistry , protonation , molecule , fast atom bombardment , ion , mass spectrometry , molecular orbital , mass spectrum , analytical chemistry (journal) , atom (system on chip) , ab initio , computational chemistry , organic chemistry , chromatography , computer science , embedded system
Satellite [M + 2] +• and [M + 3] + peaks accompanying the common peak of the protonated molecule [M + H] + that are known to indicate the occurrence of a reduction process were observed in the fast atom bombardment (FAB) mass spectra of imidazophenazine dye derivatives in glycerol matrix. The distribution of the abundances in the [M + n H] + peak group varied noticeably for different derivatives. This indicated different levels of the reduction depending on the different structure variations of the studied molecules. In the search for correlations between the mass spectral pattern and the structural features of the dyes, ab initio HF/6‐31++G** quantum chemical calculations were performed. They revealed that the abundances of the [M + 2] +• and [M + 3] + ions show growth proportional to the decrease of the energy of the lowest unoccupied molecular orbital, i.e. proportional to the increase of the electron affinity of the dye molecule. A method for rapid screening of reductive properties of sets of dye derivatives on the basis of the FAB mass spectral data is discussed. Copyright © 2005 John Wiley & Sons, Ltd.