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Dive into the research topics where H. D. Verkruijsse is active.

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Featured researches published by H. D. Verkruijsse.


Synthesis of Acetylenes, Allenes and Cumulenes#R##N#Methods and Techniques | 1999

Copper(I)-Halide-Catalyzed Oxidative Coupling of Acetylenes

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

More than a century ago Glaser described the oxidation with air of phenylacetylene to diphenylbutadiyne [1]. The original procedure using preformed copper acetylide has evolved to a number of variants in which the acetylene is oxidized with oxygen or air in the presence of catalytic amounts of copper (I)halide.


Archive | 1999

Nickel- and Palladium-Catalyzed Cyanatiori of sp 2 -Halides and sp 2 -Triflates

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

One of the most commonly used laboratory methods for the preparation of sp2- nitriles is the Rosenmund-von Braun reaction [1], The procedure involves heating of an aryl or hetaryl bromide or iodide with copper(I) cyanide at elevated temperatures, using high-boiling solvents such as DMF. 1-Bromo-l-alkynes (RC=C-Br) react under milder conditions to give alkynenitriles [2]


Archive | 1999

Nickel- and Palladium-Catalyzed Cross-Coupling Reactions with Organometallic Intermediates

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky


Archive | 1999

Nickel Catalyzed Iodo-Dechlorination and Iodo-Debromination of sp 2 -Halides

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

{\text{RX + CuCN }} \to {\text{ RC}} \equiv {\text{N + CuX}}


Archive | 1999

Copper-Catalyzed Aminoalkylation of Acetylenes

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky


Archive | 1999

Couplings of Acetylenes with sp 2 -Halides

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

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Archive | 1999

Procedures for the Preparation of Halogen Compounds

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

In 1972 Kumada [1] and Corriu [2] reported the cross-coupling of olefmic and aryl haliDEs with alkyl- and arylmagnesium haliDEs in the presence of nickel compounds, such as dichloro [1,2-bis(diphenylphosphino)ethane] nickel(II) (NiCl2-dppe) and nickel acetylacetonate (Ni(acac)2). Somewhat later coupling reactions were carried out with other organometallic compounds unDEr the influence of various nickel and palladium catalysts.


Archive | 1999

Catalysts, Ligands and Reagents

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

“Contrathermodynamic” conversion of allylic, propargylic and other reactive chlorides or bromides into the corresponding iodides is readily achieved by heating with an alkali iodide in a suitable organic solvent. These reactions, which take place in the absence of any catalyst, proceed to completion thanks to the slight solubility of the alkali chloride or bromide in the applied solvent.


Archive | 1999

Copper-Catalyzed Carbon-Carbon Bond Formation by 1,1- and 1,3-Substitution Reactions

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

The reaction of acidic acetylenes such as phenylacetylene with formaldehyde and secondary amines was reported by Mannich and Chang in 1933 [1].


Synthesis of Acetylenes, Allenes and Cumulenes#R##N#Methods and Techniques | 1999

Cross-Coupling Between 1-Alkynes and 1-BromoaIkynes

Lambert Brandsma; H. D. Verkruijsse; S. F. Vasilevsky

In 1975 Japanese investigators [1] reported the coupling of acetylene and some derivatives with a number of sp 2-halides under the joint influence of palladium (II) chloride and copper (I) iodide. Somewhat earlier, in the same year, two other research groups [2,3] had communicated similar couplings under different conditions, using only palladium catalysts. Such sp to sp 2-couplings were earlier only possible under forced conditions (Stephens-Castro couplings with copper acetylides [4, 5]). Couplings of free acetylenes with iodoheteroaromates in the presence of potassium carbonate and catalytic amounts of metallic copper or Cui have been reported by a research group in Novosibirsk [11].

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S. F. Vasilevsky

Russian Academy of Sciences

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