Synlett 2012; 23(13): 1997-1998
DOI: 10.1055/s-0031-1290459
spotlight
© Georg Thieme Verlag Stuttgart · New York

Mercuric Triflate

Rony Rajan Paul
Organic Chemistry Section, National Institute for Interdisciplinary Science and Technology (CSIR), Trivandrum, India 695019, Email: ronychirayil@gmail.com
› Author Affiliations
Further Information

Publication History

Publication Date:
16 July 2012 (online)

Dedicated with best wishes to Dr. Ani Deepthi.

Introduction

Mercuric triflate or mercury(II) trifluoromethane sulfonate, Hg(CF3SO3)2 is a white powdery solid, hygroscopic in nature and soluble in water. It belongs to the chemical family of metal triflate compounds and is toxic upon inhalation, contact or ingestion. It has a melting point of 350 °C above which it decomposes to a mixture of carbonyl fluoride, carbon monoxide, hydrogen fluoride, sulfur dioxide and metal salts. Mercuric triflate is commercially available and can as well be prepared instantaneously by the reaction of mercury(II) oxide and triflic anhydride in acetonitrile (Scheme [1]).[ 1 ] Mercuric triflate is a very versatile reagent[ 2 ] and has been used for several organic catalytic transformations including C–C bond forming cyclizations, alkyne hydrations, heterocycle synthesis and very recently in C–N bond forming reactions.

Zoom Image
Scheme 1