Characterization of Cyclic N‐Acyliminium Ions by Infrared Ion Spectroscopy

Jona Merx; Kas J. Houthuijs; Hidde Elferink; Eva Witlox; Jasmin Mecinović; Jos Oomens; Jonathan Martens; Thomas J. Boltje; Floris P. J. T. Rutjes

doi:10.1002/chem.202104078

Characterization of Cyclic N‐Acyliminium Ions by Infrared Ion Spectroscopy

Jona Merx
, Kas J. Houthuijs
, Hidde Elferink
, Eva Witlox
, Jasmin Mecinović
, Jos Oomens
, Jonathan Martens
, Thomas J. Boltje^*
, Floris P. J. T. Rutjes

^*Corresponding author for this work

Research output: Contribution to Journal › Article › Academic › peer-review

Abstract

N-Acyliminium ions are highly reactive intermediates that are important for creating CC-bonds adjacent to nitrogen atoms. Here we report the characterization of cyclic N-acyliminium ions in the gas phase, generated by collision induced dissociation tandem mass spectrometry followed by infrared ion spectroscopy using the FELIX infrared free electron laser. Comparison of DFT calculated spectra with the experimentally observed IR spectra provided valuable insights in the conformations of the N-acyliminium ions.

Original language	English
Article number	e202104078
Pages (from-to)	1-7
Number of pages	7
Journal	Chemistry – A European Journal
Volume	28
Issue number	9
Early online date	15 Dec 2021
DOIs	https://doi.org/10.1002/chem.202104078
Publication status	Published - 16 Feb 2022
Externally published	Yes

Funding

This work was supported by an ERC-Stg (Glycoedit, 758913) awarded to TJB and NWO-TTW grant 15769 and NWO-Rekentijd grant 2019.062 awarded to JO. We gratefully acknowledge the support by the FELIX staff. This work is part of the project ‘HFML-FELIX: a unique research infrastructure in the Netherlands’ (with project number 184.034.022) of the research programme ‘Nationale Roadmap Grootschalige Wetenschappelijke Infastructuur’ which is (partly) financed by the Dutch Research Council (NWO). This work was supported by an ERC‐Stg (Glycoedit, 758913) awarded to TJB and NWO‐TTW grant 15769 and NWO‐Rekentijd grant 2019.062 awarded to JO. We gratefully acknowledge the support by the FELIX staff. This work is part of the project ‘HFML‐FELIX: a unique research infrastructure in the Netherlands’ (with project number 184.034.022) of the research programme ‘Nationale Roadmap Grootschalige Wetenschappelijke Infastructuur’ which is (partly) financed by the Dutch Research Council (NWO).

Funders	Funder number
NWO-TTW
ERC-StG
NWO-Rekentijd
???publication-publication-funding-organisation-not-added???	184.034.022
Horizon 2020 Framework Programme	715691, 758913
NWO‐TTW	2019.062, 15769

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title = "Characterization of Cyclic N‐Acyliminium Ions by Infrared Ion Spectroscopy",

abstract = "N-Acyliminium ions are highly reactive intermediates that are important for creating CC-bonds adjacent to nitrogen atoms. Here we report the characterization of cyclic N-acyliminium ions in the gas phase, generated by collision induced dissociation tandem mass spectrometry followed by infrared ion spectroscopy using the FELIX infrared free electron laser. Comparison of DFT calculated spectra with the experimentally observed IR spectra provided valuable insights in the conformations of the N-acyliminium ions.",

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doi = "10.1002/chem.202104078",

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AU - Merx, Jona

AU - Houthuijs, Kas J.

AU - Elferink, Hidde

AU - Witlox, Eva

AU - Mecinović, Jasmin

AU - Oomens, Jos

AU - Martens, Jonathan

AU - Boltje, Thomas J.

AU - Rutjes, Floris P. J. T.

PY - 2022/2/16

Y1 - 2022/2/16

N2 - N-Acyliminium ions are highly reactive intermediates that are important for creating CC-bonds adjacent to nitrogen atoms. Here we report the characterization of cyclic N-acyliminium ions in the gas phase, generated by collision induced dissociation tandem mass spectrometry followed by infrared ion spectroscopy using the FELIX infrared free electron laser. Comparison of DFT calculated spectra with the experimentally observed IR spectra provided valuable insights in the conformations of the N-acyliminium ions.

AB - N-Acyliminium ions are highly reactive intermediates that are important for creating CC-bonds adjacent to nitrogen atoms. Here we report the characterization of cyclic N-acyliminium ions in the gas phase, generated by collision induced dissociation tandem mass spectrometry followed by infrared ion spectroscopy using the FELIX infrared free electron laser. Comparison of DFT calculated spectra with the experimentally observed IR spectra provided valuable insights in the conformations of the N-acyliminium ions.

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UR - https://www.scopus.com/pages/publications/85122061453#tab=citedBy

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JF - Chemistry – A European Journal

IS - 9

M1 - e202104078

ER -

Characterization of Cyclic N‐Acyliminium Ions by Infrared Ion Spectroscopy

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