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Functionalized chiral macrocycles and molecular cages
Joanna Szymkowiak
Abstract
Synthesis of chiral macrocyles and covalent organic cages with well-defined structure and programmable properties is one of the leading tasks in contemporary supramolecular organic chemistry. Cyclocondensation reactions between chiral dipodal amines and di- or tripodal aldehydes, developed in Organic Stereochemistry Group, provide quantitatively molecular macrocycles and polyimine cages. The change of the nature of aromatic and/or amine linker significantly affects properties of the given product like its solubility, packing in the crystal and hence porosity and sorption properties of the bulk material. Introduction of o-hydroxyl groups in the aromatic ring of an aldehyde increases chemical stability of the imine bond. Moreover, the number and position of hydroxyl groups in the aromatic linker and reaction conditions affect stoichiometry of the products. In this work, the issues related to the synthesis and structural studies of functional chiral polyhydroxylated macrocycles and molecular cages are discussed in details.- Record ID
- UAMf6985773e1964d6ab1a857644d4bbf91
- Diploma type
- Doctor of Philosophy
- Author
- Title in Polish
- Funkcjonalizowane chiralne makrocykle i klatki molekularne
- Title in English
- Functionalized chiral macrocycles and molecular cages
- Language
- pol (pl) Polish
- Certifying Unit
- Wydział Chemii [nowa struktura organizacyjna] (SNŚ/WC)
- Scientific discipline (2.0)
- Status
- Finished
- Year of creation
- 2018
- Defense Date
- 30-11-2018
- Title date
- 30-11-2018
- Supervisor
- URL
- https://hdl.handle.net/10593/24146 Opening in a new tab
- Keywords in English
- chiral macrocycles, molecular cages, upramolecular architectures, circular dichroism spectroscopy
- Abstract in English
- Synthesis of chiral macrocyles and covalent organic cages with well-defined structure and programmable properties is one of the leading tasks in contemporary supramolecular organic chemistry. Cyclocondensation reactions between chiral dipodal amines and di- or tripodal aldehydes, developed in Organic Stereochemistry Group, provide quantitatively molecular macrocycles and polyimine cages. The change of the nature of aromatic and/or amine linker significantly affects properties of the given product like its solubility, packing in the crystal and hence porosity and sorption properties of the bulk material. Introduction of o-hydroxyl groups in the aromatic ring of an aldehyde increases chemical stability of the imine bond. Moreover, the number and position of hydroxyl groups in the aromatic linker and reaction conditions affect stoichiometry of the products. In this work, the issues related to the synthesis and structural studies of functional chiral polyhydroxylated macrocycles and molecular cages are discussed in details.
- Thesis file
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- File: 1
- Funkcjonalizowane chiralne makrocykle i klatki molekularne, File Rozprawa_Joanna_Szymkowiak.pdf / 31 MB
- Rozprawa_Joanna_Szymkowiak.pdf
- publication date:
- Funkcjonalizowane chiralne makrocykle i klatki molekularne, File Rozprawa_Joanna_Szymkowiak.pdf / 31 MB
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- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/phd/UAMf6985773e1964d6ab1a857644d4bbf91/
- URN
urn:amu-prod:UAMf6985773e1964d6ab1a857644d4bbf91