Tridentate carbene ligand for the synthesis of transition metal complexes and hypervalent compounds

ORGN 390

Anthony J. Arduengo III, Gabriela Gurau, and Jason W. Runyon, jwrunyon@bama.ua.edu. Department of Chemistry, The University of Alabama, Shelby Hall, 250 Hackberry Lane, Tuscaloosa, AL 35487
The synthesis of a fluorinated tridentate imidazolium salt (I) is used to generate both transition metal complexes (Ni, Pt, Pd) and hypervalent compounds from main group elements (P, Sb).1,2 Treatment of this salt with a base results in the formation of a stable zwitterion (II). Subsequent oxidation of the zwitterion produces the "spiroketal" structure (III). A unique feature of this "spiroketal" is the accessibility as a tridentate carbene ligand in transition metal complexes (IV) by reduction with a metal. The chemistry and reactivity of (III) will be reported along with the ability of the tridentate ligand to form transition metal complexes and hypervalent compounds (V).


* We gratefully acknowledge support for this research from the National Science Foundation (CHE-0115760) and E. I. du Pont de Nemours and Co., Inc.

  1. Gurau, G. New Developments in Carbene and Nitrne Chemistry. Ph. D. Thesis, The University of Alabama, 2007.

  2. Yamamoto, Y.; Yamamichi, H. private communication, 2007.