Full Paper
Structural Examination of Supramolecular Architectures by Electrospray Ionization Mass Spectrometry
Article first published online: 12 MAY 1999
DOI: 10.1002/(SICI)1099-0690(199906)1999:6<1325::AID-EJOC1325>3.0.CO;2-6
Copyright © 1999 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany
Additional Information
How to Cite
Schalley, C. A., Rivera, J. M., Martín, T., Santamaría, J., Siuzdak, G. and Rebek, J. (1999), Structural Examination of Supramolecular Architectures by Electrospray Ionization Mass Spectrometry. European Journal of Organic Chemistry, 1999: 1325–1331. doi: 10.1002/(SICI)1099-0690(199906)1999:6<1325::AID-EJOC1325>3.0.CO;2-6
Publication History
- Issue published online: 12 MAY 1999
- Article first published online: 12 MAY 1999
- Manuscript Received: 9 DEC 1998
- Abstract
- References
- Cited By
Keywords:
- Mass spectrometry;
- Supramolecular chemistry;
- Self-assembling capsules;
- Host-guest chemistry
Abstract
Reversibly self-assembling host–guest complexes of the softball type are characterized by electrospray ionization mass spectrometry. Quaternary ammonium ions serve simultaneously as guests and ion labels. Isotope pattern analysis, inclusion of labeled guests, heterodimer experiments, size and shape dependence, and collision-induced fragmentation reveal that the capsular structure of these hydrogen-bonded complexes is retained in the gas phase with the guests inside their cavity. The results parallel findings from solution-phase NMR experiments and show that the guests are encapsulated inside the cavity. These results also demonstrate the value of mass spectrometry for high-order structural examination of supramolecular architecture.

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