930-57-4Relevant academic research and scientific papers
From Dimethylamine to Pyrrolidine: The Development of an Improved Nickel Pincer Complex for Cross-Coupling of Nonactivated Secondary Alkyl Halides
Perez Garcia, Pablo M.,Di Franco, Thomas,Epenoy, Alexandre,Scopelliti, Rosario,Hu, Xile
, p. 258 - 261 (2016/01/12)
Replacement of a dimethyl amino group of the amidobis(amine) nickel(II) pincer complex (1), [(MeN2N)Ni-Cl], by a pyrrolidino group resulted in a new nickel(II) pincer complex (2), [(PyrNMeNN)Ni-Cl]. Complex 2 is an efficient catalyst for Kumada and Suzuki-Miyaura cross-coupling of nonactivated secondary alkyl halides, while complex 1 is largely inactive. The significant activity difference is tentatively attributed to a minimal structural difference, which leads to a more hemilabile ligand.
Epoxidation of allyl chloride to epichlorohydrin by a reversible supported catalyst with H2O2 under solvent-free conditions
Li, Jun,Zhao, Gongda,Gao, Shuang,Lv, Ying,Li, Jian,Xi, Zuwei
, p. 876 - 880 (2012/12/23)
Allyl chloride was epoxidized to epichlorohydrin with H2O 2 under solvent-free conditions in 94% selectivity using a new reversible supported catalyst, heteropolyphosphatotungstate/silanized silica gel. By the action of H2O2 the heteropolyphosphatotungstate dissolves from the carrier surface and forms an active homogeneous reagent. When all H2O2 is consumed, the reduced catalyst redeposits on the support carrier. The supported catalyst retains the character of a homogeneous catalyst during reaction but exhibits heterogeneous properties upon work-up. The solid-supported catalyst is easily isolated and can be reused. The reaction system for synthesis of epichlorohydrin therefore avoids the serious pollution issues known from the commercialized chlorohydrin methods. Some other olefins can also be epoxidized by this catalytic system under neat conditions.
Liquid phase oxidation of alkenes with nitrous oxide to carbonyl compounds
Starokon,Dubkov,Babushkin,Parmon,Panov
, p. 268 - 274 (2007/10/03)
A variety of substrates including linear, cyclic, heterocyclic alkenes and their derivatives were tested in the liquid phase non-catalytic oxidation with nitrous oxide (N2O). The structure and composition of the alkenes have a significant effect on the reaction selectivity. With many alkenes, N 2O oxidation provides a selective way for the preparation of carbonyl compounds. The generation of carbene (or diazomethane) species is a remarkable feature of the oxidation of terminal alkenes.
STEREOSELECTIVE REDUCTION OF gem-DICHLOROCYCLOPROPANES TO cis-MONOCHLOROCYCLOPROPANES BY LITHIUM ALUMINUM HYDRIDE IN THE PRESENCE OF TITANIUM AND ZIRCONIUM COMPLEXES
Dzhemilev, U. M.,Gaisin, R. L.,Turchin, A. A.,Tolstikov, G. A.
, p. 1845 - 1848 (2007/10/02)
A versatile stereoselective method in presented for the synthesis of cis-monochlorocyclopropanes by the reduction of dehalogenated alkyl- and aryl-gem-dichlorocyclopropanes in the presence of catalytic quantities of titanium and zirconium complexes.
EFFICIENT METHOD FOR THE SYNTHESIS OF MONOHALOCYCLOPROPANES BY REDUCTION OF GEM-DIHALOCYCLOPROPANES BY REDUCTION OF GEM-DIHALOCYCLOPROPANES WITH i-Bu2AlH IN THE PRESENCE OF Ti AND Zr COMPLEXES
Dzhemilev, U. M.,Gaisin, R. L.,Turchin, A. A.,Khalikova, N. R.,Baikova, I. P.,Tolstikov, G. A.
, p. 967 - 974 (2007/10/02)
We have investigated the reductive dehalogenation reaction of alkyl and aryl substituted gem-dihalocyclopropanes with diisobutyl aluminum hydride in the presence of catalytic amounts of titanium and zirconium complexes.As a result we propose a general method for the synthesis of substituted monohalocyclopropanes and cyclopropanes of various structures.We have also studied the stereochemistry of the reduction.
Titanium(IV) Chloride Catalyzed Cyclopropanations of Alkenes Using Zinc Dust, Copper(I) Chloride, and Dihalomethanes
Friedrich, Edwin C.,Lunetta, Steven E.,Lewis, Eric J.
, p. 2388 - 2390 (2007/10/02)
The addition of catalityc amounts of titanium(IV) chloride greatly facilitates the cyclopropanation reactions of alkenes with dibromomethane using zinc dust and copper(I) chloride in ether.The rate of reaction and yields of cyclopropane products obtained from alkenes not bearing Lewis acid sensitive functional groups are as good or better than those found by using dibromomethane with ultrasound promotion.They are also comparable to those obtained by using diiodomethane under various conditions.
REACTIONS OF DIAZOALKANES WITH UNSATURATED COMPOUNDS. 6. CATALYTIC CYCLOPROPANATION OF UNSATURATED HYDROCARBONS AND THEIR DERIVATIVES WITH DIAZOMETHANE
Dzhemilev, U. M.,Dokichev, V. A.,Sultanov, S. Z.,Khusnutdinov, R. I.,Tomilov, Yu. V.,et al.
, p. 1707 - 1714 (2007/10/02)
A systematic study has been conducted of the catalytic reaction of diazomethane with cyclic and polycyclic unsaturated hydrocarbons, conjugated dienes, as well as with a series of functionalized unsaturated conpounds.The feasibility of using transition metal, nontransition metal, and rare earth metal compounds of, for example, Co, Ni, Zr, Rh, and Dy, has been demonstrated for the first time.It has also been established that Pd(acac)2 has very high activity as a catalyst for the cyclopropanation of terminal and endocyclic double bonds by diazomethane, and that its activity is reduced upon the introduction of n-donor ligands or in the presence of strong polar solvents.
PREPARATION AND SYNTHTETIC UTILITY OF CYCLOPROPYL PHENYL SULFIDES
Bumgardner, C. L.,Lever, J. R.,Purrington, S. T.
, p. 2379 - 2382 (2007/10/02)
Primary alkyl halides and epoxides react with 1-lithiocyclopropyl phenyl sulfide to give derivatives suitable for transformation to carbonyl compounds or for desulfurization.
