Boronium ion based ionic liquids: Surprises abound

I&EC 220

James H. Davis Jr., jdavis@jaguar1.usouthal.edu1, Ashley Smith, jdavis@jaguar1.usouthal.edu1, Morgan Tickell1, Robin D. Rogers, rdrogers@bama.ua.edu2, W. Matthew Reichert, reich003@bama.ua.edu2, Scott T. Griffin, griff015@bama.ua.edu2, A. Wierzbicki, awierzbi@jaguar1.usouthal.edu1, and E. Alan Salter, asalter@jaguar1.usouthal.edu1. (1) Department of Chemistry, University of South Alabama, Chemistry 223, Mobile, AL 36688, (2) Department of Chemistry and Center for Green Manufacturing, The University of Alabama, Tuscaloosa, AL 35487
Long-neglected cousins of more familiar monoboron species such as THF-borane and the borohydride ion, boronium ions are four-coordinate boron centered cations. We have recently reported that boronium ions containing N-alkylimidazole ligands form stable, colorless room-temperature ionic liquids when combined with various fluorinated anions. Here we report our latest results using this intriguing class of cations, including the synthesis and stable nature of boronium ions that incorporate primary amine ligands and (bis)heterocyle boronium ions. The results of computational studies showing these ions to be very highly charge delocalized systems will also be presented and discussed, as will the first example of a functionalized "TSIL"-type boronium IL.