ORGN 746 |
| A series of new redox-active macrocyclic hosts have been synthesized and studied for their ability to complex a range of cationic guests. Expanding our previous work in which N,N,N',N' tetraalkyl-para-phenylenediamine is appended to a traditional crown ether, we sought to incorporate this redox center into the body of the crown via attachment through both terminal amine groups. The resultant class of crowns includes a series of cyclophane-type macrocycles and two larger macrocycles for use in supramolecular systems such as rotaxanes and catenanes. These compounds retain the rich electrochemistry of para-phenylenediamine while forming complexes with a variety of guests including metal cations and electron-deficient organic molecules. We have explored the electrochemical response of a series of Wurster's crownophanes to alkali and alkaline earth metal cations. In addition, we have prepared and structurally characterized a pseudorotaxane formed from a Wurster's crownophane host and paraquat guest. |
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Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster
Sci-Mix
Division of Organic Chemistry |