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Title: Can the selectivity of phosphonium based ionic liquids be exploited as stationary phase for routine gas chromatography? A case study: The use of trihexyl(tetradecyl) phosphonium chloride in the flavor, fragrance and natural product fields
Award ID(s):
1709372
PAR ID:
10184376
Author(s) / Creator(s):
; ; ; ; ; ; ;
Date Published:
Journal Name:
Journal of Chromatography A
Volume:
1619
Issue:
C
ISSN:
0021-9673
Page Range / eLocation ID:
460969
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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  2. Abstract With the view of developing selective transmembrane anion transporters, a series of phosphonium boranes of general formula [p‐RPh2P(C6H4)BMes2]+have been synthesized and evaluated. The results demonstrate that variation of the R group appended to the phosphorus atom informs the lipophilicity of these compounds, their Lewis acidity, as well as their transport activity. Anion transport experiments in POPC‐based large unilamellar vesicles show that these main‐group cations are highly selective for the fluoride anion, which is transported more than 20 times faster than the chloride anion. Finally, this work shows that the anion transport properties of these compounds are extremely sensitive to the steric crowding about the boron atom, pointing to the crucial involvement of the Group 13 element as the anion binding site. 
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