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US 5,211,889 AGranted
Soluble highly reactive form of calcium and reagents thereof
AssigneeBoard of Regents of the University of Nebraska
InventorReuben D. Rieke
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AssigneeBoard of Regents of the University of Nebraska
InventorReuben D. Rieke
Estimating the term…
A soluble highly reactive form of calcium, prepared from Ca(II) salts and a reducing agent in ethereal, polyethereal, or hydrocarbon solvents, is presented. This form of calcium can be used in the preparation of organocalcium reagents. The organocalcium reagents resulting from the reaction of the soluble highly reactive calcium with organic compounds containing either halide, cyanide, a 1,3-diene, or a polyunsaturated functionality, are stable, useful reagents for organic synthesis. The organocalcium halide reagents undergo Grignard-type reactions. They also undergo reactions with Cu(I) salts to form organocalcium cuprate reagents. The organocalcium cuprate reagents undergo a variety of cross-coupling reactions. The soluble highly reactive calcium reacts with 1,3-dienes to yield the corresponding 2-butene-1,4-diylcalcium complexes. These bis-organocalcium reagents can undergo dialkylation reactions with .alpha.,.omega.-alkylene dihalides and dichlorosilanes to form the corresponding 3-, 5-, and 6-membered ring derivatives. The soluble highly reactive calcium also reacts with organic dihalides to form mono- or diorganocalcium compounds which can be converted into a wide variety of polymers.
A soluble calcium species comprising formally zerovalent calcium metal atoms and a solubilizing agent in an ethereal, polyethereal, or hydrocarbon solvent.
A method for preparation of a soluble calcium species comprising contacting a calcium(II) salt in an ethereal, polyethereal, or hydrocarbon solvent with a solubilized reducing agent having a reduction potential of about -1.5 volts, or more negative, to form a soluble calcium species comprising formally zerovalent calcium metal atoms.
A method for preparation of an organocalcium compound comprising:
An organocalcium compound comprising an aliphatic, aryl, heterocyclic, arylalkyl or polymeric radical complexed with calcium atoms;
An organocalcium cuprate complex comprising an aliphatic, aryl, heterocyclic, arylakyl, or polymeric radical complexed with calcium atoms and copper atoms.
A method for preparation of an organocalcium cuprite complex comprising:
A zerovalent calcium species comprising formally zerovalent calcium metal atoms and an arene.
A soluble calcium species comprising formally zerovalent calcium metal atoms prepared by the reaction of a calcium(II) salt with a solubilized reducing agent having a reduction potential of about -1.5 volts in a solvent selected from the group consisting of an ether, a polyether, or a hydrocarbon.
Dependencies are inferred from the claim text.