Cyclic phosphonium ionic liquids

Sharon I Lall-Ramnarine; Joshua A Mukhlall; James F Wishart; Robert R Engel; Alicia R Romeo; Masao Gohdo; Sharon Ramati; Marc Berman; Sophia N Suarez

doi:10.3762/bjoc.10.22

Cyclic phosphonium ionic liquids

Beilstein J Org Chem. 2014 Jan 24:10:271-5. doi: 10.3762/bjoc.10.22. eCollection 2014.

Authors

Sharon I Lall-Ramnarine¹, Joshua A Mukhlall², James F Wishart³, Robert R Engel⁴, Alicia R Romeo¹, Masao Gohdo⁵, Sharon Ramati², Marc Berman⁶, Sophia N Suarez⁷

Affiliations

¹ Chemistry Department, Queensborough Community College of the City University of New York, 222-05 56th Avenue, Bayside, NY, 11364, USA, , Tel: +1 718-281-5572.
² Chemistry Department, Queensborough Community College of the City University of New York, 222-05 56th Avenue, Bayside, NY, 11364, USA, , Tel: +1 718-281-5572 ; Department of Chemistry and Biochemistry, Queens College of the City University of New York, 65-30 Kissena Boulevard, Flushing, NY, 11367, USA, Fax: +1 718-997-5531, Tel: +1 718-997-4106.
³ Chemistry Department, Brookhaven National Laboratory, Upton, NY, 11973, USA, , Tel: +1 631-344-4327.
⁴ Department of Chemistry and Biochemistry, Queens College of the City University of New York, 65-30 Kissena Boulevard, Flushing, NY, 11367, USA, , Tel: +1 718-997-4106.
⁵ Chemistry Department, Brookhaven National Laboratory, Upton, NY, 11973, USA, , Tel: +1 631-344-4327 ; The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka 567-0047, Japan.
⁶ Department of Physics and Astronomy, Hunter College of the City University of New York, 695 Park Ave., New York, NY, 10065, USA.
⁷ Physics Department, Brooklyn College of the City University of New York, 2900 Bedford Avenue, Brooklyn, NY 11210, USA, , Tel +1 718-951-5000, ext. 2869.

Abstract

Ionic liquids (ILs) incorporating cyclic phosphonium cations are a novel category of materials. We report here on the synthesis and characterization of four new cyclic phosphonium bis(trifluoromethylsulfonyl)amide ILs with aliphatic and aromatic pendant groups. In addition to the syntheses of these novel materials, we report on a comparison of their properties with their ammonium congeners. These exemplars are slightly less conductive and have slightly smaller self-diffusion coefficients than their cyclic ammonium congeners.

Keywords: cyclic phosphonium; ionic liquid; organophosphorus; phosphinanium; phospholanium; phosphonium.