282 Alkyl- and Aryl Thiolation of Aryl Halides Catalyzed by Ni(II) Pincer Complexes

Thursday, November 5, 2009: 11:00 AM
Longhorn (Camino Real Hotel)
David Morales-Morales, Professor , Química Inorgánica, Instituto de Química. Universidad Nacional Autónoma de México, Mexico City, Mexico
The increasing interest in the use and applications of diarylthioethers and alkylarylthioethers has leading in recent years to the design of efficient and high yield methods for their synthesis. Moreover, the scope and application of organosulfur chemistry in organic synthetic reactions has increased tremendously since sulfur-containing groups serve as an important auxiliary function in synthetic sequences. Additionally, arylsulfides are a common functionality found in a number of drugs commonly used for the treatment of diabetes, Alzheimer’s, and Parkinson’s diseases. On the other hand, transition metal complex-catalyzed reactions have made a great contribution to the recent growth of organic synthesis. Moreover, in recent years several useful transformations of sulfur containing compounds using transition metal catalysts have been developed. In the particular case of arylsulfides, their metal-catalyzed synthesis has included the cross coupling of thiols with aryl halides using copper compounds under basic conditions or palladium catalyst. Nevertheless, the metal catalyzed thiolation of arylhalides with disulfides has been scarcely studied.Thus, in the present talk we would like to report our recent developments in the use of Ni(II) pincer complexes as efficient and selective catalysts for the cross coupling of (RS)2 and halobenzenes. Insights into the isolation of potential intermediates in this process and the proposal of a plausible reaction mechanism will also be discussed.