Abstract
Installation of in situ generated arylselenide (ArSe-) on 2‑methyl napthalene afforded the following selenoethers: 2-C10H7CH2Se(C6H5), 2-C10H7CH2Se(p-CH3C6H5), 2-C10H7CH2Se(1-C10H7) and 2-C10H7CH2Se(2,4,6-Me3C6H2), as yellow crystalline solids. These molecules can be prepared by the treatment of in situ generated arylselenide with 2-C10H7CH2Br in ethanol solvent at 0 °C in excellent yield. These molecules are characterized by 1H, 13C, 77Se NMR and elemental analysis. Among these, 2-C10H7CH2Se(C6H5) and 2-C10H7CH2Se(2,4,6-Me3C6H2) are also characterized by single-crystal X-ray studies. Phenyl mercury acetate was isolated in good yield through the treatment of 2-C10H7CH2Se(C6H5) with mercuric acetate. In this reaction cleavage of the C(aryl)–Se bond takes place. Similarly, 2-C10H7CH2Se(C6H5) and 2-C10H7CH2Se(p-CH3C6H5) also exhibited cleavage of the C(aryl)–Se bond with HgCl2 and afforded [2-C10H7CH2Se(C6H5)(C6H5HgCl)] and [2-C10H7CH2Se(p-MeC6H4)(p-MeC6H4HgCl)] complexes in good yield respectively. A organopalladium(II) complex, [3-C10H6PdCl(2-CH2SeC6H5)]2, was also developed through the reaction of 2-C10H7CH2Se(C6H5) with Na2PdCl4.
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