Charge-tagged N-heterocyclic carbenes (NHC): Direct transfer from ionic liquid solutions and long-lived nature in the gas phase.
J Am Soc Mass Spectrom
; 28(6): 1021-1029, 2017 06.
Article
in En
| MEDLINE
| ID: mdl-28389984
ABSTRACT
Negatively charge-tagged N-heterocyclic carbenes have been formed in solution via deprotonation of imidazolium ions bearing acid side groups and transferred to the gas phase via ESI(-)-MS. The structure of the putative and apparently stable gaseous carbenes formed in such conditions were then probed via reactions with carbon dioxide using a triple quadrupole mass spectrometer particularly optimized for ion/molecule reactions of ESI-generated ions. Complete conversion to imidazolium carboxylates was achieved, which seems to demonstrate the efficiency of the transfer, the gas-phase stability, and the long-lived nature of these unprecedented charge-tagged carbenes and their predominance in the ionic population. Comprehensive studies on the intrinsic reactivity of N-heterocyclic carbenes with silent charge tags are therefore possible. Graphical Abstract á
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Full text:
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Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
J Am Soc Mass Spectrom
Year:
2017
Document type:
Article
Affiliation country:
Brasil