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Electrospray mass spectrometry study of selective complexes of polyammonium macrotricyclic ligands with dicarboxylic acids
Author(s) -
Collette C.,
Meunier C.,
De Pauw E.,
Dumont A.,
Desreux J. F.
Publication year - 1997
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(199709)11:14<1521::aid-rcm15>3.0.co;2-b
Subject(s) - chemistry , electrospray ionization , electrospray , selectivity , dissociation (chemistry) , mass spectrometry , dicarboxylic acid , molecule , computational chemistry , polymer chemistry , organic chemistry , chromatography , catalysis
The complexation of anionic species plays a very important role in chemical and biological processes. Macrocyclic and macropolycyclic polyammonium host molecules have been shown to complex a variety of inorganic and organic anions strongly and selectively. The selectivity of the complexation depends on the substrate length and on the size of the host cavity of the macrocycle. Several methods can be used to characterize the complex formation. We describe here the analysis of the complexation of dicarboxylic acid substrates (HCO 2 –(CH 2 ) n –CO 2 H) by a macrotricyclic host using electrospray mass spectrometry. The soft ionization conditions of the electrospray source allow one to maintain, the gas phase, the interactions between the diacids and the ligand. The influence of dicarboxylic acid size ( n = 0–6) on the complexation extent, the effect of the pH of the solution on the charge state of the ions and their relative stability towards dissociation induced by collisions, are analysed. In the case of unsaturated diacids, total selectivity was found in favour of the cis vs. the trans isomer. © 1997 John Wiley & Sons, Ltd.