Organomercury Compounds

About: Organomercury Compounds is a research topic. Over the lifetime, 392 publications have been published within this topic receiving 6465 citations.

Cleaving mercury-alkyl bonds: a functional model for mercury detoxification by MerB.

Abstract: The extreme toxicity of organomercury compounds that are found in the environment has focused attention on the mechanisms of action of bacterial remediating enzymes. We describe facile room-temperature protolytic cleavage by a thiol of the Hg-C bond in mercury-alkyl compounds that emulate the structure and function of the organomercurial lyase MerB. Specifically, the tris(2-mercapto-1-t-butylimidazolyl)hydroborato ligand [TmBut], which features three sulfur donors, has been used to synthesize [TmBut]HgR alkyl compounds (R = methyl or ethyl) that react with phenylthiol (PhSH) to yield [TmBut]HgSPh and RH. Although [TmBut]HgR compounds exist as linear two-coordinate complexes in the solid state, 1H nuclear magnetic resonance spectroscopy indicates that the complexes exist in rapid equilibrium with their higher-coordinate [κ2-TmBut]HgR and [κ3-TmBut]HgR isomers in solution. Facile access to a higher-coordinate species is proposed to account for the exceptional reactivity of [TmBut]HgR relative to that of other two-coordinate mercury-alkyl compounds.

Organomercury compounds in organic synthesis

Abstract: I. Introduction.- References.- II. Preparation of Organomercury Compounds.- A. Introduction.- B. Direct Mercuration of Organic Halides.- C. Organomagnesium and -Lithium Procedures.- D. Organoboranes.- E. Other Transmetallation Reactions.- F. Mercuration of Carbon Monoxide.- G. Mercury Substitution in Activated C-H Containing Compounds.- H. Mercuration of Cyclopropanes.- I. Mercuration of Alkenes.- J. Mercuration of Alkynes.- K. Mercuration of Aromatic Compounds.- L. Mercury Substitution in Aryldiazonium Salts, Hydrazines, Hydrazones, and Diazo Compounds.- M. Decarboxylation of Mercury Carboxylates.- N. Sulfinate and Sulfonate Elimination Reactions.- References.- III. Hydrogen and Halogen Substitution.- A. Hydrogen Substitution.- B. Halogen Substitution.- References.- IV. Synthesis of Heteroatom-Containing Compounds.- A. Introduction.- B. Oxygen Compounds.- C. Sulfur, Selenium, and Tellurium Compounds.- D. Nitrogen Compounds.- E. Phosphorus Compounds.- F. Silicon Compounds.- G. Conclusion.- References.- V. Dimerization.- References.- VI. Alkylation.- References.- VII. Alkene and Alkyne Addition and Substitution Reactions.- References.- VIII. Carbonylation.- References.- IX. Acylation.- References.- X. Divalent Carbon Transfer Reactions.- A. Introduction.- B. Preparation of the Reagents.- C. Synthesis of Cyclopropanes.- D. Organomercurial Reactivity.- E. Mechanism of Cyclopropane Formation.- F. Synthesis of Cyclopropenones.- G. Ring Expansion Reactions.- H. Reactions with Oxygen, Nitrogen and Sulfur Compounds.- J. Insertion Reactions in Metal-Carbon, Metal-Halide and Metal-Metal Bonds.- References.- Subject Inde.

Critical review of analytical methods for determination of inorganic mercury and methylmercury compounds

Abstract: This review describes determinations of mercury compounds under three categories: total mercury; separate determinations of inorganic mercury(II) and organomercury compounds by selective reduction; and speciation of inorganic mercury(II), monomethylmercury cation, and dimethylmercury. Topics described for each category include sample treatment, separation, detection, and limit of detection. Finally, we note that most methods would not detect dimethylmercury if it were present.