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Synthesis and Characterization of Precursors for a New Type of Molecular Baskets

Zujovic, Teodora
http://rave.ohiolink.edu/etdc/view?acc_num=osu1313612169

Abstract Details

2011, Master of Science, Ohio State University, Chemistry.
A dynamic host for studying molecular recognition and encapsulation has been developed by our research group and named molecular basket. The focus of my thesis work was the synthesis and characterization of precursors for molecular baskets capable of promoting chemical reactions. This supramolecular host/catalyst has sizable cavity (570 A) and catalytic center (Mn(III)) embedded inside for promoting the oxidation of alkenes. The basket is, in particular, made of a flat porphyrin base, with four phthalimide-like arms which can be functionalized by condensation with an amine to give dynamic host. The hypothesis of this research program is based on the notion that the gating of the substrates entering and exiting the catalyst will have an effect in the reaction’s outcome. The head-to-tail tetramerization of enantiopure carbinols gave cup-shaped compound with all four “walls” in the same direction. The initial synthesis of the intermediates had several drawbacks for the large scale preparation. It required some expensive reagents, the resolution of enantiopure compounds was elaborate, and some of the late steps in the synthetic route were low yielding. This thesis describes the optimization of synthetic steps and characterization of new compounds by NMR spectroscopy and high resolution mass spectrometry.
Jovica Badjic, Dr (Advisor)
Johnatan Parquette, Dr (Committee Member)
Chemistry
molecular basket; synthesis; porphyrin

Recommended Citations

Citations

  • Zujovic, T. (2011). Synthesis and Characterization of Precursors for a New Type of Molecular Baskets [Master's thesis, Ohio State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=osu1313612169

    APA Style (7th edition)

  • Zujovic, Teodora. Synthesis and Characterization of Precursors for a New Type of Molecular Baskets. 2011. Ohio State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=osu1313612169.

    MLA Style (8th edition)

  • Zujovic, Teodora. "Synthesis and Characterization of Precursors for a New Type of Molecular Baskets." Master's thesis, Ohio State University, 2011. http://rave.ohiolink.edu/etdc/view?acc_num=osu1313612169

    Chicago Manual of Style (17th edition)

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© 2011, all rights reserved.
This open access ETD is published by The Ohio State University and OhioLINK.
Release 3.2.12