Z. S. Muslimov

Synthesis of new types of tetracyclo[4.3.0.02,4.03,7]nonane hydrocarbons by cyclocodimerization of norbornadiene and its derivatives with diacetylenes and vinylacetylenes, catalyzed by low-valence cobalt complexes

ConclusionsThree-component complex cobalt-containing catalysts are proposed, which are activated by PPh3 or by an excess of acetylenic hydrocarbons, with which cyclocodimerization of norbornadiene or spiro{bicyclo[2.2.1]hepta-2,5-diene-7,1′-cyclopropane} with diacetylenes can be carried out leading to derivatives of the bitetracyclo[4.3.0.02,4.03,7]nonane series in high yields.

Synthesis of 2-ethyl-3,5-dimethylpyridine by heterocyclization of allylamine, cyclopropylamine, and diallylamine in the presence of palladium complexes

Abstract2-Ethyl-3,5-dimethylpyridine was synthesized by disproportionation and heterocyclization of allylamine, cyclopropylamine, and diallylamine in the presence of palladium catalysts.

Catalytic ring opening of acetylcyclopropane by water and alcohols under the action of copper or palladium salts

The possibility of the cleavage of the C—C bond in acetylcyclopropane (ACP) under the action of water or alcohols in the presence of copper or palladium salts was demonstrated for the first time. At 175—180 °C, the reactions proceeded regioselectively with the cleavage of the C(1)—C(2) bond in the cyclopropane ring. The reaction of ACP with water afforded 5-hydroxypentan-2-one, bis(3-acetylpropyl) ether, and furan compounds, whereas the reactions with alcohols proceeded selectively to form 5-alkoxypentan-2-ones. The yields of the latter depend on the nature and structure of the alcohol, the maximum values (98%) being achieved in the case of primary alcohols.

Reactions of heptacyclo[8.4.0.02,12.03,8.04,6.05,9.011,13]tetradecane (binor-s) with acids and alcohols catalyzed by Pd, Rh, and Pt complexes and some transformations of the compounds formed

Reactions of heptacyclo[8.4.0.02,12.03,8.04,6.05,9.011,13)tetradecane (binor-s)1 with proton-donor reagents were studied. Interaction of HCl and CF3COOH with1 (25°C, 9–18 h) occurs at the cyclopropane ring (CPR) with regioselective cleavage of the C(4)–C(5) bond. With an excess of a proton-donor reagent the second CPR, whose opening proceeds nonselectively at both the C(11)–C(12) and C(11)–C(13) bonds, enters the reaction. The addition of MeOH and AcOH to1 proceeds only on boiling in the presence of such catalysts as PdCl2, RhCl3, and H2PtCl6. The chloro-, acetoxy-, methoxy-, dichloro-, and bistrifluoroacetoxy-derivatives (yields up to 95 %) were characterized by their13C NMR spectra.

13C NMR Spectra of polycyclic compounds: stereochemistry of spiro(bicyclo[2.2.1]hepta-2,5-diene-7,1′-cyclopropane) dimers

The structures of the dimerization products of spiro(bicyclo[2.2.1]hepta-2,5-diene-7,1′-cyclopropane) have been solved using13C NMR spectroscopy and their stereochemical assignments made. The methylene carbon atom signals for the spirocyclopropane fragment can be used as diagnostic signals in making the stereochemical assignments.

Cooligomerization of 1,2-dienes with norbornadienes catalyzed by cobalt complexes

ConclusionsUnder the action of low-valency cobalt complexes [2π + 2π + 2π] cycloaddition of allene, cyclopropylallene, phenylallene, and 1,2-cyclononadiene to norbornadiene and spirocyclo-[2.2.l]hepta-2,5-diene-7,1′-cyclopropane takes place with the formation of derivatives of tetracyclo[4.3.0.02,4. 1.03,7] nonane in high yields.

Homodimerization of spiro{bicyclo[2.2.1]Hepta-2,5-Diene-7,1′-cyclopropane}, catalyzed by group VIII transition metal complexes

ConclusionsThe homodimerization of spiro{bicyclo[2.2.1]hepta-2,5-diene-7,1′-cyclopropane} (I) has been investigated in the presence of Ni-, Fe-, Co-, Rh-, and Ir-based metal complex catalysts. Depending on the nature of the metal and its ligand environment cyclodimerization of (I) can take place via [2π+2π]-, [2π+2π+2π]-, and [4π+4π]-cycloaddition schemes, to give high yields of hepta-, octa-, and nonacyclic strained hydrocarbons.