The Structure of the Compounds Produced From Olefins and Mercury Salts: Mercurated Dihydrobenzofurans

The Addition Compounds of Olefins with Mercuric Salts.

“…The reaction can be carried out either in organic solvents or in aqueous potassium iodide solution and the yields are almost quantitative (1,45). The analogous reaction with bromine has had similar application by later workers and occurs in two steps with salts other than haloid salts.…”

“…The formation of the ether type of complex (11) is favored by more acid conditions, and if an internal ether is formed considerable acid can be tolerated (1). The proportion of ether salt, which is a by-product from the above preparation, is also increased by allowing the alkaline solution to age for some days before conversion into the halide (26) ; also, the simple alcohol type of product is partially converted into the ether salt by standing in mineral acid solution, in which it does not decompose to re-form the olefin in complete aljsence of halide ions (47).…”

“…About 1920 Manchot and Klüg (34,35) started a controversy regarding the nature of these compounds, as to whether they were in fact coordination complexes or not. This theme was taken up by American workers (1,36,37), who concluded that they were saturated addition compounds of types I and II. This conclusion, which is now accepted, was reached by the study of only one series of uniquely stable and very similar compounds, and further work in 1936 by Nesmeyanov's school (24,39) produced two new reactions which served only to emphasize the enigma.…”

“…HgXz +HgX + X- Provided the equilibrium represented by the combination of (i), (ii), (iii), and (iv) lies in favor of R"0CHR-CHR'(HgX) in neutral solution, the main features of the addition and liberation of olefins are explained: (1) The addition occurs only in a trans sense. ((2) The solvent (HzO, ROH, RZNH, etc.)…”

Rational design of a reusable chemodosimeter for the selective detection of Hg2+

“…In order to develop a reusable and more sensitive sensor for Hg 2+ using this new reaction, in this paper, we rationally designed the sensor AHNA, where 1,8-naphthalimide was chosen as a uorophore due to its outstanding chemical, thermal and photochemical stability as well as its uorescence quantum yield. 9 It was found that sensor AHNA displayed remarkably enhanced uorescence intensities and clear color change upon addition of Hg 2+ in aqueous solution. Interestingly, besides monitoring Hg 2+ , the molecule AHNA can remove Hg 2+ from water by formation of a unique mercury-containing compound Hg-AHNA.…”