The problem of the stereochemistry of the reaction of symmetrical organomercury compounds with mercuric halides

1958 ◽  
Vol 7 (11) ◽  
pp. 1280-1283 ◽  
Author(s):  
A. N. Nesmeianov ◽  
O. A. Reutov ◽  
Wu Yang-Ch'ieh ◽  
Lu Ching-Chu
Keyword(s):  
Organomercury Compounds ◽  
Mercuric Halides

Organomercury compounds. VII. Complexes of arylmercuric halides with bidentate ligands

1968 ◽  
Vol 21 (7) ◽  
pp. 1757 ◽  
Author(s):  
AJ Canty ◽  
GB Deacon
Keyword(s):  
Organometallic Compounds ◽  
Bidentate Ligand ◽  
Chemistry Department ◽  
Bidentate Ligands ◽  
Solution Studies ◽  
Unknown Structure ◽  
Organomercury Compounds ◽  
Neutral Ligands ◽  
Mercuric Halides ◽  
Low Solubility

The complexes, C6F5HgXL2 [X = Br or C1; L2 = 2,2'-bipyridyl (bipy), 1,l0-phenanthroline (phen), 3,4,7,8-tetramethyl-1,l0-phenanthroline (tmp), or 2,9-dimethyl-1,l0-phenanthroline (dmp)], C6Cl5HgClL2 (L, = phen, tmp, or dmp), and PhHgClL2 (L2 = phen or tmp), have been prepared, but attempts to prepare PhHgCl bipy or complexes of phenylmercuric bromide were unsuccessful. Evidence that the complexes contain four coordinate mercury has been obtained from infrared spectroscopy. All complexes, except C6Cl5HgCl phen, C6Cl5HgCl dmp, and PhHgCl tmp, undergo complete or partial disproportionation reactions, 2RHgXL2 → L2HgX2 +R2HgL2 (or R2Hg + L2), in boiling benzene. Although disproportionation or low solubility precludes solution studies on the majority of the derivatives, it has been shown that C6F5HgX dmp complexes are monomeric in acetone and that PhHgCl phen undergoes dissociation, PhHgCl phen + PhHgCl + phen, in this solvent. Four-coordinate complexes of mercuric halides with neutral ligands, L,HgX, (L = a neutral unidentate or L, = a neutral bidentate ligand; X = C1, Br, or I), are well kno~n,l-~ but analogous complexes of organomercuric halides, viz. RHgXL,, were unknown prior to this investigation. Reactions of organomercuric halides with ligands generally result in disproportionation, the corresponding diorganomercurial and mercuric halide complex being f~rmed.~-~ In some cases intermediate complexes RHgL+X- have been i~olated~,~ or detected in soluti~n,~-~~ and a 1 : 1 complex of unknown structure between pyridine and cis-2- * Part VI, J. organomet. Chem., in press. Preliminary communications for Part VII: Canty, A. J., Deacon, G. B., and Felder, P. W., Inorg. nzlcl. Chem. Lett., 1967,3,263; Deacon, G. B., and Canty, A. J., Inorg. %ucl. Chem. Lett., 1968, 4, 128. t Chemistry Department, Monash University, Clayton, Vie. 3168. Evans, R. C., Mann, F. G., Peiser, H. S., and Purdie, D., J. chem. Soc., 1940, 1209. Cass, R. C., Coates, G. E., and Hayter, R. G., J. chem. Soc., 1955, 4007. Coates, G. E., and Ridley, D., J. chem. Soc., 1964, 166. Coates, G. E. "Organometallic Compounds." 2nd. Edn, pp. 78-82. (Methuen: London 1960.) Seyferth, D., and Towe, R. H., Inorg. Chem., 1962, 1, 185. Coates, G. E., and Lauder, A., J. chem. Soc., 1965, 1857. Brodersen, K., Chem. Ber., 1957, 90, 2703. Schwarzenbach, G., and Schellenberg, &I., Helv. chim. Acta, 1965, 48, 28. Goggin, P. L., and Woodward, L. A., Trans. Faraday Soc., 1962, 58, 1495. Dessy, R. E., Budde, W. L., and Woodruff, C., J. Am. chem. Soc., 1962, 84, 1172. Aust. J. Chem., 1968, 21, 1757-67

Organomercury compounds. XXII. Syntheses of polybromophenylmercurials by decarboxylation reactions

1977 ◽  
Vol 30 (5) ◽  
pp. 1013 ◽  
Author(s):  
GB Deacon ◽  
GJ Farquharson ◽  
JM Miller
Keyword(s):  
Thermal Decomposition ◽  
Sodium Chloride ◽  
Mass Spectra ◽  
Mercuric Acetate ◽  
Similar Treatment ◽  
Phenylmercuric Acetate ◽  
Pyridine Complexes ◽  
Organomercury Compounds ◽  
Mercuric Halides

The mercuric polybromobenzoates, (C6Br2CO2)2Hg, (XC6Br4CO2)2Hg (X = p-F, p-Cl, p-Me, o-Me, p-MeO or m-MeO) and (2,6-Me2C6Br3CO2)2Hg, and phenylmercuric pentabromobenzoate have been prepared by reaction of mercuric acetate or phenylmercuric acetate with the appropriate polybromobenzoic acids. Thermal decomposition of (C6Br5CO2)2Hg, (XC6Br4CO2)2Hg, (X = p-F, p-Cl or p-MeO) and C6Br5C02HgPh in boiling pyridine gave the new polybromophenylmercurials (C6Br&Hg, (XC6Br4)2Hg and C6Br5HgPh respectively, but similar treatment of (XC6Br4C02)2Hg (X = p-Me, o-Me or m-MeO) and (2,6-Me2C6Br3C02)2Hg yielded pyridine complexes of the mercuric carboxylates. Mercuric p-methyltetrabromobenzoate underwent decarboxylation in boiling nitrobenzenelpyridine giving (p-MeC6Br4),Hg, but the method could not be extended to (0-Mec~Br~C0~)o~r H(2g,6 -Me2C6Br,C02)2Hg. Decarboxylation of XC6Br4C02H (X = o-Me or m-MeO) was effected in molten mercuric trifluoroacetate giving, after treatment of the products with sodium chloride, the corresponding tetrabromophenylmercuric chlorides. All mercurials underwent cleavage with iodine or triiodide ions in hot dimethylformamide to give the corresponding iodopolybromobenzenes, and (C6Br5)2Hg was converted into C6Br5HgX (X = C1 or Br) by the corresponding mercuric halides in hot xylene/nitrobenzene. Thermal symmetrization of C6Br5HgX (X = C1, Br, or Ph) is detectable prior to melting, but (C6Br5),Hg is stable to at least 400'. The mass spectra of the polybromophenylmercurials are discussed.

Electron impact measurement on some organomercury compounds

1962 ◽  
Vol 58 ◽  
pp. 1905 ◽  
Author(s):  
B. G. Gowenlock ◽  
R. M. Haynes ◽  
J. R. Majer
Keyword(s):  
Electron Impact ◽  
Impact Measurement ◽  
Organomercury Compounds

Reaction of xenon difluoride with organomercury compounds

1982 ◽  
Vol 31 (3) ◽  
pp. 641-641
Author(s):  
K. P. Butin ◽  
Yu. M. Kiselev ◽  
T. V. Magdesieva ◽  
O. A. Reutov
Keyword(s):  
Xenon Difluoride ◽  
Organomercury Compounds
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