N‐heterocyclic carbenes (NHCs) are key intermediates in a variety of chemical reactions. Owing to their transient nature, the interception and characterization of these reactive species have always been challenging. Similarly, the study of reaction mechanisms in which carbenes act as catalysts is still an active research field. This Minireview describes the contribution of electrospray ionization mass spectrometry (ESI‐MS) to the detection of charge‐tagged NHCs resulting from the insertion of an ionic group into the molecular scaffold. The use of different mass spectrometric techniques, combined with the charge‐tagging strategy, allowed clarification of the involvement of NHCs in archetypal reactions and the study of their intrinsic chemistry.

Charge-tagged N-heterocyclic carbenes (NHCs): revealing the hidden side of NHC-catalysed reactions through electrospray ionization mass spectrometry / Salvitti, Chiara; Chiarotto, Isabella; Pepi, Federico; Troiani, Anna. - In: CHEMPLUSCHEM. - ISSN 2192-6506. - 85:(2020), pp. 1-16. [10.1002/cplu.202000656]

Charge-tagged N-heterocyclic carbenes (NHCs): revealing the hidden side of NHC-catalysed reactions through electrospray ionization mass spectrometry

Chiara Salvitti
;
Isabella Chiarotto;Federico Pepi;Anna Troiani
2020

Abstract

N‐heterocyclic carbenes (NHCs) are key intermediates in a variety of chemical reactions. Owing to their transient nature, the interception and characterization of these reactive species have always been challenging. Similarly, the study of reaction mechanisms in which carbenes act as catalysts is still an active research field. This Minireview describes the contribution of electrospray ionization mass spectrometry (ESI‐MS) to the detection of charge‐tagged NHCs resulting from the insertion of an ionic group into the molecular scaffold. The use of different mass spectrometric techniques, combined with the charge‐tagging strategy, allowed clarification of the involvement of NHCs in archetypal reactions and the study of their intrinsic chemistry.
charge tags: carbenes; ionic liquids; mass spectrometry; reaction mechanisms
01 Pubblicazione su rivista::01g Articolo di rassegna (Review)
Charge-tagged N-heterocyclic carbenes (NHCs): revealing the hidden side of NHC-catalysed reactions through electrospray ionization mass spectrometry / Salvitti, Chiara; Chiarotto, Isabella; Pepi, Federico; Troiani, Anna. - In: CHEMPLUSCHEM. - ISSN 2192-6506. - 85:(2020), pp. 1-16. [10.1002/cplu.202000656]
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Note: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cplu.202000656
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1467221
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