Mercury assisted

Removal of the protecting group with fluoride provides diol 439. At the diol stage, the syn anti mixture can be easily separated by chromatography. Acetonide formation followed by mercury-assisted hydrolysis of the dithioacetal group furnishes the desired threose 440. 

Oxidation of organoboranes to alcohols is usually effected with alkaline hydrogen peroxide. The reaction is of wide applicability and many functional groups are unaffected by the reaction conditions, so that a variety of substituted alkenes can be converted into alcohols by this procedure. Several examples have been given above. A valuable feature of the reaction is that it results in the overall addition of water to the double (or triple) bond, with a regioselectivity opposite to that from acid-catalysed hydration. This follows from the fact that, in the hydroboration step, the boron atom adds to the less-substituted carbon atom of the multiple bond. Terminal alkynes, for example, give aldehydes in contrast to the methyl ketones obtained by mercury-assisted hydration. 

Reaction of a 1,3-dithiane anion nucleophile with a ketone or aldehyde electrophile, followed by a mercury-assisted hydrolysis, affords an a-hydroxy ketone. 

Klaputke TM, Krumm B, Moll R (2011) Convenient room-temperature, mercury-assisted synthesis of tetrazoles by 1,3-dipolar cycloaddition. Eur J Inoig Chem 422-428... 

Bromobenzene. -The replacement of hydrogen by the halogens Cl and Br, in the nucleus of aromatic hydrocarbons, is assisted by the presence of a halogen carriei, the action of which lias been referred to in the Note on the piepaiations of chlor- and bioin-acetic acids, p. 252. Iodine, iion, iron and alupiinium chlorides and bromides, the aluminium-mercury... 

Oxazoles have attracted considerable interest due their presence as subunits of several biologically active compoimds or as rigid mimetics of a peptidic ring. A first synthesis of 2-phenyl-4,5-substituted oxazoles 54 [47] was described by microwave-assisted reaction of enolizable ketones with benzoni-trile in the presence of mercury(II) p-toluenesulfonate (Scheme 17). 

Scheme 17 Solvent-less mercury(II)-assisted synthesis of oxazoles...

Wildlife indicators of mercury exposure and trends are important elements of a comprehensive approach to assess mercury in the environment and the monitoring of trends that may assist regulators and the regulated community in long-term evalnation of the need and usefulness of mercury somce controls. It is important to understand, however, that bioindicator data alone are insufficient to answer snch critical qnestions as identification of mercniy sonrces, or the relative importance of local, regional, and global inputs of mercury somces to atmospheric deposition and errvirorrmerrtal loading in specific areas. 

IAEA efforts related to both CRMs and others, such as hair for total mercury and methyl mercury (prepared in India), and lichen for multi-element certification (prepared in Portugal) to assist biomonitoring programs in Brazil, Chile, China, Czech Republic, India, Italy, Malaysia, Slovenia, and Vietnam,... 

In the United States, Federal and State initiatives are assisting the businesses and consumers in managing, reusing, recycling, and disposal of household batteries. These include the Universal Waste Rule and the Mercury-Containing and Rechargeable Battery Management Act. 

Other approaches to tetrazoles were also recently published. Primary and secondary amines 195 were reacted with isothiocyanates to afford thioureas 196, which underwent mercury(II)-promoted attack of azide anion, to provide 5-aminotetrazoles 197 . A modified Ugi reaction of substituted methylisocyanoacetates 198, ketones, primary amines, and trimethylsilyldiazomethane afforded the one-pot solution phase preparation of fused tetrazole-ketopiperazines 200 via intermediate 199 <00TL8729>. Microwave-assisted preparation of aryl cyanides, prepared from aryl bromides 201, with sodium azide afforded aryl tetrazoles 202 . 

Potassium nitroacetate 53a reacts with Me3SiCl in aprotic solvents to give SENA (51a) in moderate yield. At the same time, the introduction of yet another electron-withdrawing group (N02 or CC>2Me) stabilizes the anion of salt (53) to an extent that it does not react with Me SiCl by the Sm mechanism without electrophilic assistance. Hence, K or Na salts 53b, C are inert with respect to halosilanes, and silver or mercury salts are required for the preparation of the corresponding nitronates. The latter salts are much safer to use as diox-anate complexes. These complexes react with halosilanes in inert aprotic solvents... 

Considering that /Tarninornercury(II) tetrafluoroborates are polar enough to undergo nucleophilic attack by the lone electron pair of an amine, ether or alcohol in the case of the 1,3-cyclooctadiene, 179, it has been assumed that the first formed 1,4-adduct can give the reaction product by displacement of mercury by amine with direct participation of the nucleophile in an assisted breakage of the anti C—Hg bond (path a) or by spontaneous reduction of mercury in the intermediate allylic organomercurial (path b) (equation 157). 

The authors explain the difference through the ortho effect that hinders o-Wuester azathiacrown ether from one-electron oxidation but assists in the mercury coordination inside the macrocycle (Sibert et al. 2006). 

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