Room temperature ionic liquids as solvents for Schrock's catalyst and polydimethylsiloxane membranes for facilitating separation

ORGN 156

Alan L Miller II, alan-miller@uiowa.edu and Ned B Bowden, ned-bowden@uiowa.edu. Department of Chemistry, University of Iowa, 305 Chemistry Building, Rm 423I, University of Iowa, Iowa City, IA 52242-1294
Commercially available Schrock's catalyst was used to catalyze ring closing and cross metathesis reactions using 1-butyl-3-methylimidazolium hexafluorophosphate (room temperature ionic liquid or RTIL) as solvent. Reactions proceeded with 9-15 mole % catalyst in 22-72 hours at 75 °C. This RTIL is an interesting new, green solvent for the temperature, water, and air sensitive Schrock's catalyst and leads to approximately 100% conversion by 1H NMR for substrates containing various functional groups. We will report a new method to separate small molecules from this RTIL using a polydimethylsiloxane (PDMS) membrane. A Soxhlet extraction was performed with refluxing methanol for a period of 6 days and we isolated 66-86% of small molecules devoid of RTIL. The use of PDMS thimbles for separation of RTIL from small molecules is an exciting new method for removal of RTIL from reaction mixtures.

 

Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, March 26, 2007 Hyatt Regency Chicago -- Riverside Center, Sci-Mix

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007