The synthesis and study of phosphine functionalized crown ethers with fluorine in positions to assist with ion binding : an honors thesis (HONRS 499)
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Authors
Murcia, Michael J.
Advisor
Storhoff, Bruce N.
Issue Date
2001
Keyword
Degree
Thesis (B.S.)
Department
Honors College
Other Identifiers
CardCat URL
Abstract
Phosphine-crown ethers based on 1,3-xylyl-l8-crown-5 units with fluorine atoms in the 2-positions and P(III) donors in the 5-positions have been synthesized and characterized. The starting materials for the crown ether portions of the molecules were 4-bromo-2,6-dimethylaniline, NaBF4, NBS and tetraethylene glycol. The P(III) moieties have been introduced by generating the carbanions at the 5-positions by way of Br-Li exchange reactions. The procedures used during the synthesis along with the spectroscopic characteristics of the intermediates and final products will be discussed.