Synlett 2014; 25(07): 1043-1044
DOI: 10.1055/s-0033-1340958
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© Georg Thieme Verlag Stuttgart · New York

Mercury(II) Chloride

Felipe Fantuzzi
Instituto de Química, Universidade Federal do Rio de Janeiro, Cidade Universitária, Av. Athos da Silveira Ramos 149, 21941-909 Rio de Janeiro, Brazil   Email: felipe.fantuzzi@gmail.com
› Author Affiliations
Further Information

Publication History

Publication Date:
14 March 2014 (online)

Introduction

Organomercurials were among the first prepared organometallic compounds, being known since the second half of the 19th century.[1] [2] Despite their toxicity, mercury compounds are still used in the chemical and petrochemical industries. For instance, the industrial synthesis of vinyl chloride and acetaldehyde from acetylene is carried out using mercury catalysts.[3] Therefore, the study of environmental and health impacts of mercury and organomercurials, as well as the improvement of safety and handling techniques, are of great importance.

Mercury(II) chloride, HgCl2, is a commercially available mercury salt, and thus an important mercury(II) source. Besides novel mercuration reactions with organic substrates,[3] [4] [5] [6] [7] HgCl2 has been extensively used in a variety of cyclization reactions, forming both carbocycles and heterocycles.[8–10] Its use as inorganic thiophile has led to the formation of several new products from organosulfur reactants, especially thiocarbonyl compounds.[11] [12] [13] [14] [15] [16] Finally, the synthesis of mercury(II) alkynyls, mainly from HgCl2, and their use as building blocks for supramolecular structures has been reviewed.[17]