Preprint

PUBDB-2024-01849

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Conformer-specific polar cycloaddition of dibromobutadiene with trapped propene ions

Kilaj, A. ; Wang, J.CFEL*Extern*DESY* ; Straňák, P. ; Schwilk, M. ; Rivero, U. ; Xu, L. ; von Lilienfeld, O. A. ; Küpper, J. (Corresponding author)CFEL*XFEL.EU*DESY* ; Willitsch, S. (Corresponding author)

2021

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Please use a persistent id in citations: doi:10.3204/PUBDB-2024-01849

Report No.: arXiv:2107.13858

Abstract: Diels-Alder cycloadditions are efficient routes for the synthesis of cyclic organic compounds. There has been a long-standing discussion whether these reactions proceed via stepwise or concerted mechanisms. Here, we adopt a new experimental approach to explore the mechanistic details of the model polar cycloaddition of 2,3-dibromo-1,3-butadiene with propene ions by probing its conformational specificities in the entrance channel under single-collision conditions in the gas phase. Combining a conformationally controlled molecular beam with trapped ions, we find that both conformers of the diene, gauche and s-trans, are reactive with capture-limited reaction rates. Aided by quantum-chemical and quantum-capture calculations, this finding is rationalised by a simultaneous competition of concerted and stepwise reaction pathways, revealing an interesting mechanistic borderline case.

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Contributing Institute(s):

1. CFEL-CMI (FS-CFEL-CMI)
2. Uni Hamburg / Experimentalphysik (UNI/EXP)
3. beauftragt von UNI (UNI/CUI)

Research Program(s):

1. 631 - Matter – Dynamics, Mechanisms and Control (POF4-631) (POF4-631)
2. DFG project 390715994 - EXC 2056: CUI: Advanced Imaging of Matter (390715994) (390715994)
3. Ex-Net-0002-Phase2-3 - Advanced Imaging of Matter: Structure, Dynamics and Control on the Atomic Scale - AIM (2018_Ex-Net-0002-Phase2-3) (2018_Ex-Net-0002-Phase2-3)

Experiment(s):

1. Experiments at CFEL

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Database coverage:
; ; Published

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Linked articles:

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Journal Article Kilaj, A. ; Wang, J.CFEL*Extern*DESY* ; Stranak, P. ; Schwilk, M. ; Rivero, U. ; Xu, L. ; Anatole von Lilienfeld, O. ; Küpper, J. (Corresponding author)CFEL*XFEL.EU*DESY* ; Willitsch, S. (Corresponding author)
Conformer-specific polar cycloaddition of dibromobutadiene with trapped propene ions
Nature Communications 12(1), 6047 (2021) [10.1038/s41467-021-26309-5]2021     Files  Fulltext Fulltext by arXiv.org BibTeX | EndNote: XML, Text | RIS

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