100-56-1Relevant articles and documents
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Austin
, p. 3287 (1932)
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REACTIONS OF ORGANOMETALLIC COMPOUNDS CATALYZED BY TRANSITION METAL COMPLEXES. COMMUNICATION 6. REACTIONS OF ORGANOMERCURY COMPOUNDS WITH ACID CHLORIDES IN THE PRESENCE OF PALLADIUM, NICKEL, AND RHODIUM COMPLEXES
Bumagin, N.A.,Kalinovskii, I.O.,Beletskaya, I.P.
, p. 2144 - 2149 (1984)
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KINETICS OF THE REACTIONS OF DIARYLIODONIUM SALTS WITH MERCURY
Kim, T. L.,Ptitsyna, O. A.,Butin, K. P.,Reutov, O. A.
, p. 2244 - 2247 (1981)
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Phenylmercury chloride: Its single-crystal X-ray structure and some aspects of its biological chemistry
Wilhelm, Michaela,Saak, Wolfgang,Strasdeit, Henry
, p. 35 - 38 (2000)
A single crystal of phenylmercury chloride (PhHgCl) was obtained by serendipity from a solution of diphenylmercury (HgPh2) and dihydrolipoic acid in tetrahydrofuran / carbon tetrachloride. The crystal structure of PhHgCl is pseudotetragonal. It is best described in the orthorhombic space group Cmma with a = 6.856(1), b = 6.882(1), c = 14.309(2) A (at 193 K), and Z = 4. The Cl-Hg-C moiety of the PhHgCl molecule is exactly linear. The bond lengths at the Hg atom are Hg-Cl 2.345(2) and Hg-C 2.044(9) A. In the crystal, the molecules are arranged in double layers parallel to the a,b plane. In a model medium for the gastric juice (0.1 M DCl in D2O / [D8]dioxan, 37 °C), HgPh2 reacts to form PhHgCl. HgCl2, which would result from complete dearylation, cannot be isolated from the reaction mixture. However, it appears that a small equilibrium concentration of HgCl2 may be present, because on addition of 1,4,7-trithiacyclononane (ttcn) and diethyl ether, the dichloride can be trapped as solid [Hg(ttcn)2][HgCl4]. We estimate that after oral uptake of HgPh2 20 - 90% are transformed into PhHgCl in the stomach after 30 min.
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Sandin,McClure,Irwin
, p. 2944 (1939)
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Dunker,Starkey,Jenkins
, p. 2308 (1936)
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Vernon
, p. 3831 (1931)
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Synthesis of [2-[(dimethylamino)methyl] phenyl-C1N]-(phenyl) gold(III) complexes. Crystal structure of two modifications of chloro[2-[(dimethylamino)methyl]-phenyl-C1N](phenyl)gold(III)
Vicente, Jose,Chicote, M.Teresa,Bermudez, M.Dolores,Sanchez-Santano, Maria J.,Jones, Peter G.
, p. 381 - 390 (1988)
The reaction ( 1 1) between [Au(2-C6H4CH2NMe2)Cl2] and [HgPh2] gives [Au(2-C6H4CH2NMe2)(Ph)Cl]. From this complex, the neutral [Au(2-C6H4CH2NMe2)(Ph)X] (X : Br, I, CN, MeCO2) complexes are obtained by reaction with X- salts. Cationic complexes [Au(2-C6H4CH2NMe2)(Ph)L]ClO4 (L : pyridine, tetrahydrothiophene) are obtained by treatment of [Au(2-C6H4CH2-NMe2)(Ph)Cl] with ClO4- and the relevant ligand L. The complex [Au(2-C6H4-CH2NMe2)(Ph)Cl] crystallizes in two modifications, both with three independent molecules in the asymmetric unit. The AuN and AuCl bonds are long, consistent with the appreciable trans influence of the C-donor ligands. The molecules differ somewhat in the orientation of the rings.
THE REACTIONS OF PHENYL(B-CARBORANYL)IODONIUM SALTS WITH NUCLEOPHILES
Grushin, V. V.,Shcherbina, T. M.,Tolstaya, T. P.
, p. 105 - 118 (1985)
The reactions of phenyl(9-o-carboranyl)-, phenyl(9-m-carboranyl)- and phenyl(2-p-carboranyl)-iodonium salts with the nucleophiles F-, Cl-, Br-, OH-, C5H5N, Hg and CN- were studied.Depending on the nature of the nucleophile and the carborane ligand in each iodonium compound, these reactions either proceed as nucleophilic substitution or via a radical mechanism.Nucleophilic substitution, which takes place at the boron atom, of the carborane nucleus only, gives carboranylation products of nucleophiles.Free-radical processes are characterized by braking of the C-I+ bonds with the formation of phenyl radicals and their transformation products.The reasons for such an unusual behaviour of phenyl(B-carboranyl)iodonium salts in reactions with nucleophilic agents are discussed in the light of the results obtained and previous results.
Organotin compounds. XI. Organotin hydride additions to various methyl dihydronaphthalenecarboxylates
Podesta, Julio C.,Ayala, Alicia D.,Chopa, Alicia B.,Giagante, Nelda N.
, p. 39 - 56 (1989)
Free rdical hydrostannation of methyl 3,4-dihydronaphthalene-1-carboxylate (I), methyl 3,4-dihydronaphthalene-2-carboxylate (III), and methyl 1,4-dihydronaphthalene-2-carboxylate (V) with triorganotin hydrides, R3SnH (R = Me, n-Bu, Ph) gives the energetically unfavourable cis products, 2-triorganostannyl-1,2,3,4-tetrahydronaphthalene-1-carboxylate (II), 1-triorganostannyl-1,2,3,4-tetrahydronaphthalene-2-carboxylate (IV), and 3-triorganostannyl-1,2,3,4-tetrahydronaphthalene-2-carboxylate (VI) in high yields, via a trans addition of the tin hydrides.The hydride abstractions by the intermediate 2-, 1- and 3-triorganostannyl-1,2,3,4-tetrahydronaphthyl radicals (XI, XII and XIII respectively) take place stereospecifically and exclusively from the less-hindered ring side.The structures of the isomers II, IV, and VI, were established by (a) their transformation into the corresponding chlorodiorganostannyl derivatives VIII, IX, and X, which were shown spectroscopically to have cis stereochemistries by intramolecular complexation of the ester group, and (b) their NMR data.Full 1H, 13C, and 119Sn NMR data are given.
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, p. 254 - 263 (1951)
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AROMATIC SUBSTITUTION. THE EFFECT OF ALCOHOLIC SOLVENTS ON THE REACTION OF PHENYLTRIETHYLTIN WITH MERCURY(II) SALTS
Sedaghat-Herati, Mohammad Reza,Nahid, Parvin
, p. 307 - 312 (1982)
Second-order rate constants are reported for the cleavage of the phenyl-tin bond of phenyltriethyltin by mercury(II) salts in ethanol, propan-1-ol, propan-2-ol and butan-1-ol.It is shown that the reactivity order for the mercury(II) salts is HgI3-/s
Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides
Bardin
, p. 1406 - 1408 (2019/08/21)
The reactions of pentafluorophenylmercury derivatives with organomagnesium compounds have been studied. The interaction of pentafluorophenylmercury chloride with RMgBr (R = Et, Ph) has afforded diphenyl- and diethylmercury or phenylmercury chloride, besides the expected product (C6F5HgR). The results have been explained by the transmetalation of C6F5HgR with the Grignard reagent, followed by the reaction of the resulting C6F5MgX (X = Br, C6F5) with pentafluorophenylmercury chloride. Transmetalation of (C6F5)2Hg with organylmagnesium bromides has led to the formation of C6F5MgX and R2Hg.