Journal
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY
Volume 23, Issue 5, Pages 842-849Publisher
SPRINGER
DOI: 10.1007/s13361-012-0337-7
Keywords
Solvent-free reactions; Atmospheric pressure mass spectrometry; Ion/surface reactions; Surface enhanced Raman spectroscopy; Ion soft landing
Funding
- National Science Foundation [CHE NSF 0848650]
- U.S. Department of Energy [DE-FG02-06ER15807]
- U.S. Department of Energy (DOE) [DE-FG02-06ER15807] Funding Source: U.S. Department of Energy (DOE)
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0848650] Funding Source: National Science Foundation
Ask authors/readers for more resources
Solvent-free ion/surface chemistry is studied at atmospheric pressure, specifically pyrylium cations, are reacted at ambient surfaces with organic amines to generate pyridinium ions. The dry reagent ions were generated by electrospraying a solution of the organic salt and passing the resulting electrosprayed droplets pneumatically through a heated metal drying tube. The dry ions were then passed through an electric field in air to separate the cations from anions and direct the cations onto a gold substrate coated with an amine. This nontraditional way of manipulating polyatomic ions has provided new chemical insights, for example, the surface reaction involving dry isolated 2,4,6-triphenylpyrylium cations and condensed solid-phase ethanolamine was found to produce the expected N-substituted pyridinium product ion via a pseudobase intermediate in a regiospecific fashion. In solution however, ethanolamine was observed to react through its N-centered and O-centered nucleophilic groups to generate two isomeric products via 2H-pyran intermediates. The O-centered nucleophile reacted less rapidly to give the minor product. The surface reaction product was characterized in situ by surface enhanced Raman spectroscopy, and ex situ using mass spectrometry and H/D exchange, and found to be chemically the same as the major pyridinium solution-phase reaction product.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available