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Studies of N-heterocyclic carbenes functionalised with a cyclopentadienyl type moiety

Studies of N-heterocyclic carbenes functionalised with a cyclopentadienyl type moiety
Studies of N-heterocyclic carbenes functionalised with a cyclopentadienyl type moiety

New NHC ligand functionalised with indenyl and fluorenyl moieties have been synthesised.  A number of metal complexes containing these ligands have also been synthesised and many characterised by X-ray crystallographic techniques.

A number of imidazolium salts functionalised with a cyclopentadienyl type moiety have been synthesised including: 1-[2-(9-9H-fluorenyl)ethyl]-3-(2,6-diisopropylphenyl)-2H-imidazol-1-ium bromide; 1-[2-(2,7-di-tert-butyl-9H-fluoren-9-yl)-ethyl]-3-(2,6-diisopropyl-phenyl)-3H-imidazol-1-ium bromide; 3-(2,6-diisopropylphenyl)-1-[2-(3H-inden-1-yl)-ethyl]-2H-imidazolium bromide; 3-(2,6-Diisopropyl-phenyl)-1-(3H-(4,7-dimethl)inden-1-yl)-ethyl}-3H-imidazolium bromide.

A number of main group metal complexes with ligands derived from the imidazolium salts have been synthesised including: 1-[2-(9-Fluorenyl)ethyl]-3-(2,6 di-iso-propylphenyl)-imidazol-2-ylidene potassium; 1-[2-(inden-1-yl)ethyl]-3-(2,6 diisopropylphenyl) – imidazol-1-ylidene potassium; 1-[2-((3,5-dimethyl)inden-1-yl)ethyl]-3-(2,6 diisopropyl-phenyl) –imidazol-l-ylidene potassium; 1-[2-(9-[2,7-Di-tert-butylfluorenyl)ethyl]-3-(2,6-di-iso-propylphenyl)-imidazol-2-ylidene potassium; 1-[2-(9H-fluoren-9-yl)ethyl]-3-(2,6 diisopropylphenyl)-3H-imidazol-1-yl silver bromide; 1-[2,5-dimethyl-2-(inden-1-yl)ethyl]-3-(2,6 diisopropylphenyl)-3H-imidazol-1-yl silver bromide; 1-[2-(9H-fluoren-9-yl)ethyl]-3-(2,6 di-iso-propylphenyl)-2H-imidazol-1-ylidene zinc HMDS bromide; 1-[2-(9H-fluoren-9-yl)ethyl]-3-(2,6 diisopropylphenyl)-2H-imidazol-1-ylidene zinc neopentyl bromide; 1-[2-(1-3H-indenyl)ethyl]-3-(2,6 di-iso-propylphenyl)-2H-imidazol-l-ylidene copper bromide.

A number of early transition metal complexes with ligands derived from the imidazolium salts have been synthesised.

University of Southampton
Downing, Stephen Paul
0c04b94d-661f-434d-926d-c773246abc7f
Downing, Stephen Paul
0c04b94d-661f-434d-926d-c773246abc7f

Downing, Stephen Paul (2007) Studies of N-heterocyclic carbenes functionalised with a cyclopentadienyl type moiety. University of Southampton, Doctoral Thesis.

Record type: Thesis (Doctoral)

Abstract

New NHC ligand functionalised with indenyl and fluorenyl moieties have been synthesised.  A number of metal complexes containing these ligands have also been synthesised and many characterised by X-ray crystallographic techniques.

A number of imidazolium salts functionalised with a cyclopentadienyl type moiety have been synthesised including: 1-[2-(9-9H-fluorenyl)ethyl]-3-(2,6-diisopropylphenyl)-2H-imidazol-1-ium bromide; 1-[2-(2,7-di-tert-butyl-9H-fluoren-9-yl)-ethyl]-3-(2,6-diisopropyl-phenyl)-3H-imidazol-1-ium bromide; 3-(2,6-diisopropylphenyl)-1-[2-(3H-inden-1-yl)-ethyl]-2H-imidazolium bromide; 3-(2,6-Diisopropyl-phenyl)-1-(3H-(4,7-dimethl)inden-1-yl)-ethyl}-3H-imidazolium bromide.

A number of main group metal complexes with ligands derived from the imidazolium salts have been synthesised including: 1-[2-(9-Fluorenyl)ethyl]-3-(2,6 di-iso-propylphenyl)-imidazol-2-ylidene potassium; 1-[2-(inden-1-yl)ethyl]-3-(2,6 diisopropylphenyl) – imidazol-1-ylidene potassium; 1-[2-((3,5-dimethyl)inden-1-yl)ethyl]-3-(2,6 diisopropyl-phenyl) –imidazol-l-ylidene potassium; 1-[2-(9-[2,7-Di-tert-butylfluorenyl)ethyl]-3-(2,6-di-iso-propylphenyl)-imidazol-2-ylidene potassium; 1-[2-(9H-fluoren-9-yl)ethyl]-3-(2,6 diisopropylphenyl)-3H-imidazol-1-yl silver bromide; 1-[2,5-dimethyl-2-(inden-1-yl)ethyl]-3-(2,6 diisopropylphenyl)-3H-imidazol-1-yl silver bromide; 1-[2-(9H-fluoren-9-yl)ethyl]-3-(2,6 di-iso-propylphenyl)-2H-imidazol-1-ylidene zinc HMDS bromide; 1-[2-(9H-fluoren-9-yl)ethyl]-3-(2,6 diisopropylphenyl)-2H-imidazol-1-ylidene zinc neopentyl bromide; 1-[2-(1-3H-indenyl)ethyl]-3-(2,6 di-iso-propylphenyl)-2H-imidazol-l-ylidene copper bromide.

A number of early transition metal complexes with ligands derived from the imidazolium salts have been synthesised.

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Published date: 2007

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Local EPrints ID: 466233
URI: http://eprints.soton.ac.uk/id/eprint/466233
PURE UUID: 8fc66c08-2aa2-495e-802b-637fddd41cb0

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Date deposited: 05 Jul 2022 04:53
Last modified: 16 Mar 2024 20:35

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Author: Stephen Paul Downing

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