Reductive Coupling of a Diazoalkane Derivative Promoted by a Potassium Aluminyl and Elimination of Dinitrogen to Generate a Reactive Aluminium Ketimide Article Swipe

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Matthew J. Evans , Mathew D. Anker , Claire L. McMullin , Martyn P. Coles ·

YOU? · · 2023 · Open Access · · DOI: https://doi.org/10.1002/chem.202302903

The reaction of 9‐diazo‐9 H ‐fluorene (fluN 2 ) with the potassium aluminyl K[Al(NON)] ([NON] 2− =[O(SiMe 2 NDipp) 2 ] 2− , Dipp=2,6‐ i Pr 2 C 6 H 3 ) affords K[Al(NON)(κ N 1 , N 3 ‐{(fluN 2 ) 2 })] ( 1 ). Structural analysis shows a near planar 1,4‐di(9 H ‐fluoren‐9‐ylidene)tetraazadiide ligand that chelates to the aluminium. The thermally induced elimination of dinitrogen from 1 affords the neutral aluminium ketimide complex, Al(NON)(N=flu)(THF) ( 2 ) and the 1,2‐di(9 H ‐fluoren‐9‐yl)diazene dianion as the potassium salt, [K 2 (THF) 3 ][fluN=Nflu] ( 3 ). The reaction of 2 with N , N’ ‐di iso propylcarbodiimide ( i PrN=C=N i Pr) affords the aluminium guanidinate complex, Al(NON){N( i Pr)C(N=CMe 2 )N(CHflu)} ( 4 ), showing a rare example of reactivity at a metal ketimide ligand. Density functional theory (DFT) calculations have been used to examine the bonding in the newly formed [(fluN 2 ) 2 ] 2− ligand in 1 and the ketimide bonding in 2 . The mechanism leading to the formation of 4 has also been studied using this technique.

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Chemistry

Ligand (Biochemistry)

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Chemistry Ligand (biochemistry) Reactivity (psychology) Medicinal chemistry Diazo Potassium Derivative (finance) Salt (chemistry) Fluorene Metal Aluminium Density functional theory Stereochemistry Computational chemistry Organic chemistry Economics Medicine Biochemistry Financial economics Pathology Alternative medicine Polymer Receptor

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Type: article
Language: en
Landing Page: https://doi.org/10.1002/chem.202302903
PDF: https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/chem.202302903
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Cited By: 5
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Title: Reductive Coupling of a Diazoalkane Derivative Promoted by a Potassium Aluminyl and Elimination of Dinitrogen to Generate a Reactive Aluminium Ketimide

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Language: en

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Publication year: 2023

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Publication date: 2023-10-03

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Authors: Matthew J. Evans, Mathew D. Anker, Claire L. McMullin, Martyn P. Coles

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Concepts: Chemistry, Ligand (biochemistry), Reactivity (psychology), Medicinal chemistry, Diazo, Potassium, Derivative (finance), Salt (chemistry), Fluorene, Metal, Aluminium, Density functional theory, Stereochemistry, Computational chemistry, Organic chemistry, Economics, Medicine, Biochemistry, Financial economics, Pathology, Alternative medicine, Polymer, Receptor

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Cited by: 5

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