<sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element Complexes

We report the synthesis, characterisation and reactivity of the stable imidazol-2-ylidene <sup>Et</sup>IDip (<sup>Et</sup>IPr), {EtCN(Dip)}<sub>2</sub>C:, Dip = 2,6-<i>i</i>Pr<sub>2</sub>C<sub>6</sub>H<sub>3</sub>, a...

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Main Authors: Huanhuan Dong, Albert Martinez-Segura, Riley W. Kelehan, Connor Bourne, Aidan P. McKay, Alexandra M. Z. Slawin, David B. Cordes, Andreas Stasch
Format: Article
Language:English
Published: MDPI AG 2025-01-01
Series:Inorganics
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Online Access:https://www.mdpi.com/2304-6740/13/1/27
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author Huanhuan Dong
Albert Martinez-Segura
Riley W. Kelehan
Connor Bourne
Aidan P. McKay
Alexandra M. Z. Slawin
David B. Cordes
Andreas Stasch
author_facet Huanhuan Dong
Albert Martinez-Segura
Riley W. Kelehan
Connor Bourne
Aidan P. McKay
Alexandra M. Z. Slawin
David B. Cordes
Andreas Stasch
author_sort Huanhuan Dong
collection DOAJ
description We report the synthesis, characterisation and reactivity of the stable imidazol-2-ylidene <sup>Et</sup>IDip (<sup>Et</sup>IPr), {EtCN(Dip)}<sub>2</sub>C:, Dip = 2,6-<i>i</i>Pr<sub>2</sub>C<sub>6</sub>H<sub>3</sub>, as a chemically robust alternative to IDip (IPr), {HCN(Dip)}<sub>2</sub>C:. The N-heterocyclic carbene <sup>Et</sup>IDip could be further converted to the oxidised species [<sup>Et</sup>IDipCl]Cl, <sup>Et</sup>IDipF<sub>2</sub>, <sup>Et</sup>IDipO, and <sup>Et</sup>IDipSe, and the group 13 element complexes <sup>Et</sup>IDipEX<sub>3</sub>, with E = B, X = Br; E = Al, X = I; E = Ga, X = I; E = Al, X = H. The properties of the <sup>Et</sup>IDip and IDip ligands are compared and the molecular structures of (DipNCEt)<sub>2</sub>, [<sup>Et</sup>IDipH]Cl, [<sup>Et</sup>IDipH]I, <sup>Et</sup>IDip, [<sup>Et</sup>IDipCl]Cl, <sup>Et</sup>IDipF<sub>2</sub>, <sup>Et</sup>IDipO, <sup>Et</sup>IDipBBr<sub>3</sub>, <sup>Et</sup>IDipAlI<sub>3</sub>, <sup>Et</sup>IDipGaI<sub>3</sub>, and <sup>Et</sup>IDipAlH<sub>3</sub> have been determined.
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spelling doaj-art-f4b66663e6c34b17af9538e5ed2c0ed62025-01-24T13:35:32ZengMDPI AGInorganics2304-67402025-01-011312710.3390/inorganics13010027<sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element ComplexesHuanhuan Dong0Albert Martinez-Segura1Riley W. Kelehan2Connor Bourne3Aidan P. McKay4Alexandra M. Z. Slawin5David B. Cordes6Andreas Stasch7EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews KY16 9ST, UKWe report the synthesis, characterisation and reactivity of the stable imidazol-2-ylidene <sup>Et</sup>IDip (<sup>Et</sup>IPr), {EtCN(Dip)}<sub>2</sub>C:, Dip = 2,6-<i>i</i>Pr<sub>2</sub>C<sub>6</sub>H<sub>3</sub>, as a chemically robust alternative to IDip (IPr), {HCN(Dip)}<sub>2</sub>C:. The N-heterocyclic carbene <sup>Et</sup>IDip could be further converted to the oxidised species [<sup>Et</sup>IDipCl]Cl, <sup>Et</sup>IDipF<sub>2</sub>, <sup>Et</sup>IDipO, and <sup>Et</sup>IDipSe, and the group 13 element complexes <sup>Et</sup>IDipEX<sub>3</sub>, with E = B, X = Br; E = Al, X = I; E = Ga, X = I; E = Al, X = H. The properties of the <sup>Et</sup>IDip and IDip ligands are compared and the molecular structures of (DipNCEt)<sub>2</sub>, [<sup>Et</sup>IDipH]Cl, [<sup>Et</sup>IDipH]I, <sup>Et</sup>IDip, [<sup>Et</sup>IDipCl]Cl, <sup>Et</sup>IDipF<sub>2</sub>, <sup>Et</sup>IDipO, <sup>Et</sup>IDipBBr<sub>3</sub>, <sup>Et</sup>IDipAlI<sub>3</sub>, <sup>Et</sup>IDipGaI<sub>3</sub>, and <sup>Et</sup>IDipAlH<sub>3</sub> have been determined.https://www.mdpi.com/2304-6740/13/1/27group 13 complexeshydridesN-heterocyclic carbenesstable carbenessterically demanding ligands
spellingShingle Huanhuan Dong
Albert Martinez-Segura
Riley W. Kelehan
Connor Bourne
Aidan P. McKay
Alexandra M. Z. Slawin
David B. Cordes
Andreas Stasch
<sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element Complexes
Inorganics
group 13 complexes
hydrides
N-heterocyclic carbenes
stable carbenes
sterically demanding ligands
title <sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element Complexes
title_full <sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element Complexes
title_fullStr <sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element Complexes
title_full_unstemmed <sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element Complexes
title_short <sup>Et</sup>IDip (<sup>Et</sup>IPr)—Synthesis, Characterisation and Reactivity of a Robust, Backbone-Modified N-Heterocyclic Carbene and Group 13 Element Complexes
title_sort sup et sup idip sup et sup ipr synthesis characterisation and reactivity of a robust backbone modified n heterocyclic carbene and group 13 element complexes
topic group 13 complexes
hydrides
N-heterocyclic carbenes
stable carbenes
sterically demanding ligands
url https://www.mdpi.com/2304-6740/13/1/27
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