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Richard F. Heck Ph.D.

Richard F. Heck Ph.D.

The Nobel Prize in Chemistry 2010

Nobel co-recipients: Ei-ichi Negishi, Akira Suzuki

Physical organic chemist. Palladium-catalyzed cross-coupling reaction. Sole author – 7 consecutive papers. Heck reaction: important concept, tool for organic and medicinal chemists; fuorescence labeling of DNA bases – sequencing DNA/Genome. Thinner computer screens in future. “Great art in test tube.”

Growing orchids in early teens lead to passion for chemistry.

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Patents

Publication: 1/5
Publication No: US 4175187 A
Title: Process for the preparation of tertiary allylic amines from vinylic halides and olefins
Publication Type: Grant
Publication Date: Nov 20, 1979
Filing Date: October 24, 1978
Inventors: Richard F. Heck
Assignee: University of Delaware
Abstract: Carboxylic acid esters or amides are obtained from aryl, heterocyclic, vinylic, ethynylic, and benzylic halides and substituted derivates thereof, by reacting same with an alcohol or primary or secondary amine and carbon monoxide, in the presence of a palladium catalyst and if necessary a tertiary amine at about 20.degree.-150.degree. C and from about a half to about 100 atmospheres pressure. A typical example is the conversion of bromobenzene into n-butyl benzoate at 100.degree. C and one atmosphere of carbon monoxide in the presence of tri-n-butyl-amine and a catalytic amount of PdBr.sub.2 [P(C.sub.6 H.sub.5).sub.3 ].sub.2.
Representative Figure: No Figure
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Publication: 2/5
Publication No: US 4128554 A
Title: Process for the preparation of carboxylic acid amides from organic halides
Publication Type: Grant
Publication Date: Dec 5, 1978
Filing Date: March 10, 1977
Inventors: Richard F. Heck
Assignee: University of Delaware
Abstract: Carboxylic acid amides are obtained from aryl, heterocyclic, and vinylic halides and substituted derivates thereof, by reacting same with a primary or secondary amine and carbon monoxide, in the presence of a palladium catalyst and if necessry a tertiary amine at about 20.degree.-150.degree. C and from at least a half atmosphere pressure.
Representative Figure: No Figure
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Publication: 3/5
Publication No: US 3988358 A
Title: Process for the preparation of aldehydes from organic halides
Publication Type: Grant
Publication Date: Oct 26, 1976
Filing Date: May 10, 1974
Inventors: Richard F. Heck
Assignee: University of Delaware
Abstract: Carboxylic acid esters or amides are obtained from aryl, heterocyclic, vinylic, ethynylic, and benzylic halides and substituted derivates thereof, by reacting same with an alcohol or primary or secondary amine and carbon monoxide, in the presence of a palladium catalyst and if necessary a tertiary amine at about 20.degree.-150.degree. C and from about a half to about 100 atmospheres pressure. A typical example is the conversion of bromobenzene into n-butyl benzoate at 100.degree. C and one atmosphere of carbon monoxide in the presence of tri-n-butyl-amine and a catalytic amount of PdBr.sub.2 [P(C.sub.6 H.sub.5).sub.3 ].sub.2.
Representative Figure: No Figure
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Publication: 4/5
Publication No: US 3960932 A
Title: Process for the preparation of aldehydes from organic halides
Publication Type: Grant
Publication Date: Jun 1, 1976
Filing Date: Oct 10, 1974
Inventors: Richard F. Beck
Assignee: University of Delaware
Abstract: Aldehydes are obtained from aryl, vinylic and heterocyclic halides and substituted derivatives thereof, a tertiary amine, carbon monoxide and hydrogen at from about 50.degree.-175.degree.C under from about one to 200 atmospheres pressure and with PdX.sub.2 [P(C.sub.6 H.sub.5).sub.3 ].sub.1 or 2 as a catalyst where X is acetate or a halogen. The ratios of carbon monoxide to hydrogen are not critical but the most favorable reactions are usually obtained with ratio from about 0.1 to about 10. A typical example is the conversion of p-bromoanisole to anisaldehyde in 84% yield at 150.degree.C in 18 hrs. at 1000 psig. of 1:1 CO to H.sub.2 with one mole percent of PdBr.sub.2 [P(C.sub.6 H.sub.5).sub.3 ].sub.2 as catalyst and with tri-n-butylamine as the tertiary amine.
Representative Figure: No Figure
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Publication: 5/5
Publication No: DE1134832 B
Title: A process for the polymerization of Vinylalkylaethern translated from German
Publication Type: Applications
Publication Date: Aug 16, 1962
Filing Date: Sep 12, 1960
Inventors: Richard Fred Heck, Edwin James Vandenberg, Robert Chiang
Assignee:
Abstract: No Abstract
Representative Figure: No Figure
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