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New Insight into the Physical, Catalytic and Recognition Properties of Cucurbituril Macrocycles

Lu, Xiaoyong
http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1367846407

Abstract Details

2013, Doctor of Philosophy (PhD), Ohio University, Chemistry and Biochemistry (Arts and Sciences).
Specific recognition and catalysis are key features of enzymes. Using artificial molecules to mimic the function of enzymes, allows chemists to understand their behavior, and to design an enzyme-like devices. Herein, the novel physical, catalytic and recognition properties of a series of pumpkin-shaped macrocycles named cucurbit[n]urils (CB[n]) were evaluated by spectroscopic methods including 1D and 2D NMR, HRMS, UV-Visible and TEM. We assessed the self-sorting systems incorporating multiple-CB[n] units and a spermine derivative; we studied the stabilization of gaseous fluorotrimethylsilane and designed a fluoride-controlled molecular switch; we also examined the regio- and diastereoselective encapsulation of a series of di- and tribenzylammonium cations and showed how CB[n]s could freeze selected conformations. Finally, CB[n]s were found to catalyze intramolecular Diels-Alder reactions by up to 2500-fold, and a silver-promoted desilylation by up to 6.6-fold. These macrocycles could also stabilize silver nanoparticles and control their size distribution.
Eric Masson, Dr. (Advisor)
Stephen C. Bergmeier , Prof. (Committee Member)
Hao Chen, Dr. (Committee Member)
Jeffrey J. Rack, Prof. (Committee Member)
Martin E. Kordesch, Prof. (Committee Member)
290 p.
Chemistry
Cucurbituril; Recognition; Catalysis; Self-sorting; Molecular Switch; Gas Encapsulation; Conformational Freezing; Kinetics; Thermodynamics; Silver Nanoparticles.

Recommended Citations

Citations

  • Lu, X. (2013). New Insight into the Physical, Catalytic and Recognition Properties of Cucurbituril Macrocycles [Doctoral dissertation, Ohio University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1367846407

    APA Style (7th edition)

  • Lu, Xiaoyong. New Insight into the Physical, Catalytic and Recognition Properties of Cucurbituril Macrocycles . 2013. Ohio University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1367846407.

    MLA Style (8th edition)

  • Lu, Xiaoyong. "New Insight into the Physical, Catalytic and Recognition Properties of Cucurbituril Macrocycles ." Doctoral dissertation, Ohio University, 2013. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1367846407

    Chicago Manual of Style (17th edition)

ohiou1367846407
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© 2013, all rights reserved.
This open access ETD is published by Ohio University and OhioLINK.