Iowa State University Research Foundation Inc

U.S. Department of Energy

Richard C Larock

Sudarsanan Varaprath

Nam H Lee

Michael R Kessier

Phillip H Henna

Min-Shine Chow

Mark Hanson

Bruce E Baker

The invention provides a method for producing a thermosetting resin from renewable oils, the method comprising supplying renewable oil molecules containing strained ring alkene moieties; reacting the alkene moieties with cyclic alkenes to create a polymer; and repeating the above two steps until the resin having desired characteristics are obtained. Also provided is a thermoset resin comprising functionalized renewable oil polymerized with a co-monomer.

Thermoset polymers via ring opening metathesis polymerization of functionalized oils

Biological oils, conjugated biological oils, and metathesized or cometathesized biological oils are polymerized or co-polymerized faith divinylbenzene, norboradiene and dicyclopentadiene using a BF,.OEt,initiator to provide plastics from renewable resources. The products are thermosetting polymers having highly crosslinked structures, room temperature modulus of about 10,Pa, and excellent thermal stability, making the products useful for applications where current biodegradable plastics are not useable.

Lewis acid-catalyzed polymerization of biological oils and resulting polymeric materials

The present invention provides a method of synthesizing compounds of formula (I): ##STR1## wherein R.sub.1 and R.sub.3 are independently H or (C.sub.1 -C.sub.4)alkyl--O--;

Synthesis of substituted pterocarpans

A method is provided for the regioselective, palladium catalyzed carbo- or heteroannulation of internal alkynes by aryl iodides containing o-substituted side chains to yield aromatic carbocyclic and heterocyclic ring systems.

Palladium catalyzed annulation of internal alkynes

The present invention provides a method to prepare epibatidine or an analog thereof comprising reacting a bicyclic olefin or diene, such as an azanorbornene, with an aryl or heteroaryl halide or triflate in the presence of a catalytic amount of Pd(O) and a formate salt.

Synthesis of epibatidine and analogs thereof

The present invention provides a method for preparing allylic alcohols by the palladium-catalyzed cross-coupling of vinylic epoxides and aryl halides, vinylic halides or vinylic triflates.

Method for preparing allylic alcohols

A method is provided for preparing benzoprostacyclins by the palladium-catalyzed tandem alkene insertion into a 1,4-bisoxy-substituted cyclopent-2-ene intermediate.

Synthesis of benzoprostacyclins using palladium catalysis

A method is provided for preparing benzoprostacyclins by the free-radical-catalyzed tandem alkene insertion into a 1,4-bisoxy-substituted cyclopent-2-ene intermediate.

Free radical-catalyzed synthesis of benzoprostacyclins

The present invention provides a method for the alpha,omega-arylation/alkylation of a non-conjugated diene in one step by reacting the diene with an aryl iodide or an aryl bromide and a carbon nucleophile in the presence of an amount of a Pd(O) complex effective to catalyze the reaction.

Palladium-catalyzed coupling of aryl halides, non-conjugated dienes and

o-Iodoaryl allyl ethers undergo facile palladium-promoted cyclization to benzofurans.

Synthesis of benzofurans

Synthesis of vinyl lactones by means of palladium catalyzed coupling of vinylic halides or triflates and certain unsaturated carboxylic acids.

Synthesis of vinyl lactones

A direct coupling reaction which goes in high yields to couple an aryl halide with a cycloalkene.

Palladium-catalyzed arylation of cycloalkenes

Propargylic halides, preferably the bromide and iodide, react with metallic mercury in a finely divided state, in the presence of sunlight to form the corresponding allenic or propargylic organomercuric halides in high yield.

Photochemical synthesis of allenic and propargylic organomercuric halides

New interphenylene prostaglandin (PGH) analogs are prepared by a method which involves reacting a bicyclic olefin, an acetylene compound and a benzylic halide together, in the presence of a palladium(O) catalyst in a single-step synthesis. By this technique a large number of new interphenylene PGH analogs can be prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation.

Synthesis of interphenylene prostaglandin analogs

Arenes, such as benzoic acid and substituted benzoic acids, are readily thallated by thallium(III) compounds such as the trifluoroacetate and subsequently reacted with palladium chloride and simple olefins, dienes, allylic halides, vinyl halides, vinyl esters, or unsaturated cyclopropanes or unsaturated cyclobutanes to give isocoumarins.

Growing community of inventors

Ames, IA, United States of America

Richard C Larock