2 research outputs found
Backbone Thio-Functionalized Imidazol-2-ylidene–Metal Complexes: Synthesis, Structure, Electronic Properties, and Catalytic Activity
A new
synthetic route to prepare imidazolium salts with heteroatom-containing
functional groups at the backbone has been reported. Accordingly,
the first example of a backbone bis-thiofunctionalized imidazolium
salt (<b>4</b>) was prepared by sequential metal–halogen
exchange reaction of 1-methyl-4,5-diiodoimidazole (<b>1</b>)
followed by a quaternization reaction with methyl iodide. The metal–carbene
complexes <b>6</b>, <b>8</b>, and <b>10</b> were
synthesized conveniently through three different routes, namely, (a)
an in situ generated carbene route, (b) a transmetalation method,
and (c) direct reaction with a basic metal precursor, and structurally
characterized. Subsequently the electronic properties of the newly
prepared 1,3-dimethyl-4,5-bisÂ(phenylthio)-imidazol-2-ylidene ((SPh)<sub>2</sub>IMe) was studied by measuring the carbonyl stretching frequency
of the corresponding [IrÂ{(SPh)<sub>2</sub>IMe}Â(CO)<sub>2</sub>(Cl)]
complex. In addition, the air-stable palladium–NHC complex <b>10</b> was found to be catalytically active in Suzuki–Miyaura
coupling reactions of aryl bromides
Backbone Thio-Functionalized Imidazol-2-ylidene–Metal Complexes: Synthesis, Structure, Electronic Properties, and Catalytic Activity
A new
synthetic route to prepare imidazolium salts with heteroatom-containing
functional groups at the backbone has been reported. Accordingly,
the first example of a backbone bis-thiofunctionalized imidazolium
salt (<b>4</b>) was prepared by sequential metal–halogen
exchange reaction of 1-methyl-4,5-diiodoimidazole (<b>1</b>)
followed by a quaternization reaction with methyl iodide. The metal–carbene
complexes <b>6</b>, <b>8</b>, and <b>10</b> were
synthesized conveniently through three different routes, namely, (a)
an in situ generated carbene route, (b) a transmetalation method,
and (c) direct reaction with a basic metal precursor, and structurally
characterized. Subsequently the electronic properties of the newly
prepared 1,3-dimethyl-4,5-bisÂ(phenylthio)-imidazol-2-ylidene ((SPh)<sub>2</sub>IMe) was studied by measuring the carbonyl stretching frequency
of the corresponding [IrÂ{(SPh)<sub>2</sub>IMe}Â(CO)<sub>2</sub>(Cl)]
complex. In addition, the air-stable palladium–NHC complex <b>10</b> was found to be catalytically active in Suzuki–Miyaura
coupling reactions of aryl bromides