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Identification of Anionic Supramolecular Complexes of Sulfonamide Receptors with Cl−, NO3−, Br−, and I− by APCI-MS
- Source :
- Journal of the American Society for Mass Spectrometry. 16:1377-1383
- Publication Year :
- 2005
- Publisher :
- American Chemical Society (ACS), 2005.
-
Abstract
- As part of a mass spectrometric investigation of the binding properties of sulfonamide anion receptors, an atmospheric pressure chemical ionization mass spectrometric (APCI-MS) method involving direct infusion followed by thermal desorption was employed for identification of anionic supramolecular complexes in dichloromethane (CH2Cl2). Specifically, the dansylamide derivative of tris(2-aminoethyl)amine (tren) (1), the chiral 1,3-benzenesulfonamide derivatives of (1R,2S)-(+)-cis-1-amino-2-indanol (2), and (R)-(+)-bornylamine, (3), were shown to bind halide and nitrate ions in the presence of (n − Bu)4N+X− (X− = Cl−, NO3−, Br−, I−). Solutions of receptors and anions in CH2Cl2 were combined to form the anionic supramolecular complexes, which were subsequently introduced into the mass spectrometer via direct infusion followed by thermal desorption. The anionic supramolecular complexes [M + X]−, (M = 1–3, X− = Cl−, NO3−, Br−, I−) were observed in negative mode APCI-MS along with the deprotonated receptors [M − H]−. Full ionization energy of the APCI corona pin (4.5 kV) was necessary for obtaining mass spectra with the best signal-to-noise ratios.
- Subjects :
- Bromides
Electrospray ionization
Analytical chemistry
Supramolecular chemistry
Atmospheric-pressure chemical ionization
Mass spectrometry
Medicinal chemistry
Mass Spectrometry
Article
Bridged Bicyclo Compounds
Chlorides
Structural Biology
Spectroscopy
Crown ether
Dansyl Compounds
chemistry.chemical_classification
Methylene Chloride
Sulfonamides
Chemical ionization
Nitrates
Stereoisomerism
Iodides
Sulfonamide
Solutions
chemistry
Indans
Mass spectrum
Subjects
Details
- ISSN :
- 10440305
- Volume :
- 16
- Database :
- OpenAIRE
- Journal :
- Journal of the American Society for Mass Spectrometry
- Accession number :
- edsair.doi.dedup.....5ef4e8c25b0f09495155641ace080edc