Titanium complexes with unsymmetrically substituted imidazolin-2-iminato ligands

Marvin Koneczny; Arife Büsra Erol; Marc Mauduit; Moris S. Eisen; Matthias Tamm

doi:10.1039/d2dt01740g

Titanium complexes with unsymmetrically substituted imidazolin-2-iminato ligands

Marvin Koneczny, Arife Büsra Erol, Marc Mauduit, Moris S. Eisen, Matthias Tamm

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

The reaction of the unsymmetrical N-heterocyclic carbenes 1-(2,4,6-trimethylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdMes, 1a) and 1-(2,6-diisopropylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdDipp, 1b) with trimethylsilyl azide furnished the 2-(trimethylsilylimino)imidazolines 2a (Im^AdMesNSiMe₃) and 2b (Im^AdDippNSiMe₃). Desilylation by stirring in methanol gave the corresponding imidazolin-2-imines 3a (Im^AdMesNH) and 3b (Im^AdDippNH). 2a and 2b were treated with [TiCl₄(THF)₂] (THF = tetrahydrofuran) and [CpTiCl₃] (Cp = η⁵-C₅H₅) to form the mono- and bis(imidazolin-2-iminato) titanium(iv) complexes [(Im^AdRN)TiCl₃] (4, R = Mes, Dipp), [Cp(Im^AdRN)TiCl₂] (5, R = Mes, Dipp), and [(Im^AdRN)₂TiCl₂] (6, R = Mes, Dipp). The crystal structures of all compounds except 2b were determined by X-ray diffraction analysis.

Original language	English
Pages (from-to)	11448-11456
Number of pages	9
Journal	Dalton Transactions
Volume	51
Issue number	30
DOIs	https://doi.org/10.1039/d2dt01740g
State	Published - 8 Jul 2022
Externally published	Yes

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title = "Titanium complexes with unsymmetrically substituted imidazolin-2-iminato ligands",

abstract = "The reaction of the unsymmetrical N-heterocyclic carbenes 1-(2,4,6-trimethylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdMes, 1a) and 1-(2,6-diisopropylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdDipp, 1b) with trimethylsilyl azide furnished the 2-(trimethylsilylimino)imidazolines 2a (ImAdMesNSiMe3) and 2b (ImAdDippNSiMe3). Desilylation by stirring in methanol gave the corresponding imidazolin-2-imines 3a (ImAdMesNH) and 3b (ImAdDippNH). 2a and 2b were treated with [TiCl4(THF)2] (THF = tetrahydrofuran) and [CpTiCl3] (Cp = η5-C5H5) to form the mono- and bis(imidazolin-2-iminato) titanium(iv) complexes [(ImAdRN)TiCl3] (4, R = Mes, Dipp), [Cp(ImAdRN)TiCl2] (5, R = Mes, Dipp), and [(ImAdRN)2TiCl2] (6, R = Mes, Dipp). The crystal structures of all compounds except 2b were determined by X-ray diffraction analysis.",

author = "Marvin Koneczny and Erol, {Arife B{\"u}sra} and Marc Mauduit and Eisen, {Moris S.} and Matthias Tamm",

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AU - Koneczny, Marvin

AU - Erol, Arife Büsra

AU - Mauduit, Marc

AU - Eisen, Moris S.

AU - Tamm, Matthias

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N2 - The reaction of the unsymmetrical N-heterocyclic carbenes 1-(2,4,6-trimethylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdMes, 1a) and 1-(2,6-diisopropylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdDipp, 1b) with trimethylsilyl azide furnished the 2-(trimethylsilylimino)imidazolines 2a (ImAdMesNSiMe3) and 2b (ImAdDippNSiMe3). Desilylation by stirring in methanol gave the corresponding imidazolin-2-imines 3a (ImAdMesNH) and 3b (ImAdDippNH). 2a and 2b were treated with [TiCl4(THF)2] (THF = tetrahydrofuran) and [CpTiCl3] (Cp = η5-C5H5) to form the mono- and bis(imidazolin-2-iminato) titanium(iv) complexes [(ImAdRN)TiCl3] (4, R = Mes, Dipp), [Cp(ImAdRN)TiCl2] (5, R = Mes, Dipp), and [(ImAdRN)2TiCl2] (6, R = Mes, Dipp). The crystal structures of all compounds except 2b were determined by X-ray diffraction analysis.

AB - The reaction of the unsymmetrical N-heterocyclic carbenes 1-(2,4,6-trimethylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdMes, 1a) and 1-(2,6-diisopropylphenyl)-3-(adamantyl)imidazolin-2-ylidene (IAdDipp, 1b) with trimethylsilyl azide furnished the 2-(trimethylsilylimino)imidazolines 2a (ImAdMesNSiMe3) and 2b (ImAdDippNSiMe3). Desilylation by stirring in methanol gave the corresponding imidazolin-2-imines 3a (ImAdMesNH) and 3b (ImAdDippNH). 2a and 2b were treated with [TiCl4(THF)2] (THF = tetrahydrofuran) and [CpTiCl3] (Cp = η5-C5H5) to form the mono- and bis(imidazolin-2-iminato) titanium(iv) complexes [(ImAdRN)TiCl3] (4, R = Mes, Dipp), [Cp(ImAdRN)TiCl2] (5, R = Mes, Dipp), and [(ImAdRN)2TiCl2] (6, R = Mes, Dipp). The crystal structures of all compounds except 2b were determined by X-ray diffraction analysis.

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ER -

Titanium complexes with unsymmetrically substituted imidazolin-2-iminato ligands

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