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Magnesium complexes with isomeric pyrazol-4-ylidene and imidazol-2-ylidene ligands

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Date
14/10/2022
Author
Burnett, Stuart
de Vere-Tucker, Matthew
Davitt, Matthew
Cordes, David B.
Slawin, Alexandra M. Z.
Ferns, Rochelle
van Mourik, Tanja
Stasch, Andreas
Funder
EPSRC
Grant ID
EP/L016419/1
Keywords
Magnesium
Carbenes
Low oxidation states
Bent allenes
Grignard reagents
QD Chemistry
DAS
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Abstract
Dimagnesium(I) complexes [{(Arnacnac)Mg}2], where Arnacnac = HC(MeCNAr)2, Ar = Dip = 2,6-iPr2-C6H3, Ar = Dep = 2,6-Et2-C6H3, Ar = Mes = 2,4,6-Me3-C6H2, react with iodoarenes in oxidative addition reactions. With iodobenzene, magnesium phenyl and magnesium iodide complex fragments were obtained, and from a reaction with 4-iodo-1,2,3,5-tetramethylpyrazolium iodide, [MePZI]I, the pyrazol-4-ylidene complex [(Dipnacnac)MgI(MePZ)] was structurally characterised, alongside other products. The isomeric imidazol-2-ylidene complex [(Dipnacnac)MgI(MeNHC)], where MeNHC is 1,3,4,5-tetramethylimidazol-2-ylidene, was prepared and characterised. X-ray crystal structure determinations and DFT computational studies have been carried out to compare the related complexes. The results show that the MePZ ligand is higher in energy and more nucleophilic than its more common isomeric MeNHC carbene.
Citation
Burnett , S , de Vere-Tucker , M , Davitt , M , Cordes , D B , Slawin , A M Z , Ferns , R , van Mourik , T & Stasch , A 2022 , ' Magnesium complexes with isomeric pyrazol-4-ylidene and imidazol-2-ylidene ligands ' , Zeitschrift für Anorganische und Allgemeine Chemie , vol. 648 , no. 19 , e202200207 . https://doi.org/10.1002/zaac.202200207
Publication
Zeitschrift für Anorganische und Allgemeine Chemie
Status
Peer reviewed
DOI
https://doi.org/10.1002/zaac.202200207
ISSN
0044-2313
Type
Journal article
Rights
Copyright © 2022 The Authors. Zeitschrift für anorganische und allgemeine Chemie published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Description
Authors thank the University of St Andrews, the EPSRC doctoral training grant (EP/N509759/1), and the Centre for Doctoral Training in Critical Resource Catalysis (CRITICAT, EP/ L016419/1) for support. Part of this research was undertaken on the MX1 beamline at the Australian Synchrotron, Victoria, Australia. We gratefully acknowledge computational support via the EaStCHEM Research Computing Facility.
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  • University of St Andrews Research
URL
https://onlinelibrary-wiley-com.ezproxy.st-andrews.ac.uk/toc/15213749/2022/648/19
URI
http://hdl.handle.net/10023/25780

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