Thioglycerol matrix interactions in the positive ion fast atom bombardment mass spectrometry of several Hantzsch and Biginelli ester derivatives of boronic acids


Por: Martínez J., Abarca V., Pérez F.J., Carranza V., Miranda R.

Publicada: 15 jul 2013
Resumen:
RATIONALE Fast atom bombardment (FAB) ionization is a valuable tool for analyzing non-volatile or thermally labile compounds when harder ionization methods (EI or CI) have been unsuccessful. Unexpected interactions between matrix and analyte may, however, occur in FAB ionization leading to the formation of artifacts whose structures have to be determined. METHODS We used esters synthesized by our research group following green chemistry protocols. Artifacts relating to the target molecules were produced in the solvent cage using positive ion FAB using thioglycerol as the matrix and analyzed by accurate mass measurement. RESULTS Through interactions between thioglycerol and the boron atom, various adducts associated with boron-containing Hantzsch and Biginelli ester derivatives appeared in the FAB mass spectra. These interactions must arise in a solvent cage involving a Lewis acid-base bond. Accurate mass determinations of these adducts confirmed the presence of the target molecules. CONCLUSIONS Interactions between the thioglycerol matrix and the eleven boron-containing Hantzsch and Biginelli ester derivatives in addition to the three reagents were seen in their FAB+ spectra. These interactions, together with their accurate mass determinations, allowed us to determine the structures of the new molecules. Copyright © 2013 John Wiley & Sons, Ltd. Copyright © 2013 John Wiley & Sons, Ltd.

Filiaciones:
Martínez J.:
 Univ Nacl Autonoma Mexico, Fac Estudios Super Cuautitlan, Dept Ciencias Quim, Mexico City 54740, Estado De Mexic, Mexico

Abarca V.:
 Univ Nacl Autonoma Mexico, Fac Estudios Super Cuautitlan, Dept Ciencias Quim, Mexico City 54740, Estado De Mexic, Mexico

Pérez F.J.:
 Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico

Carranza V.:
 Instituto de Ciencias, Benemérita Universidad Autõnoma de Puebla, Puebla 72570, Mexico

Miranda R.:
 Univ Nacl Autonoma Mexico, Fac Estudios Super Cuautitlan, Dept Ciencias Quim, Mexico City 54740, Estado De Mexic, Mexico
ISSN: 09514198
Editorial
JOHN WILEY & SONS LTD, THE ATRIUM, SOUTHERN GATE, CHICHESTER PO19 8SQ, W SUSSEX, ENGLAND, Estados Unidos America
Tipo de documento: Article
Volumen: 27 Número: 13
Páginas: 1573-1578
WOS Id: 000319811700017
ID de PubMed: 23722692