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Synthesis of Linearly Fused Tröger’s Base Analogues

Mitrovic, Isabell LU (2020) KEML10 20202
Department of Chemistry
Abstract
Tröger’s base is a chiral molecule with a unique V-shaped cavity. The molecules can be fused together in a linear fashion to form either tubular structures or zigzag structures. These structures can be applicable in different fields.
Following this, linear fused tris-Tröger’s base analogue has been synthesized, following a nine- step synthetic route. Furthermore, characterizations of the reaction intermediates have been completed and a sufficient amount of material is available.
The total synthesis starts by condensing two substituted anilines moieties, forming Tröger’s base analogue. The condensation is followed by functionalization of both the diazocine bridge and the aromatic rings of the analogues. The last step involves a second... (More)
Tröger’s base is a chiral molecule with a unique V-shaped cavity. The molecules can be fused together in a linear fashion to form either tubular structures or zigzag structures. These structures can be applicable in different fields.
Following this, linear fused tris-Tröger’s base analogue has been synthesized, following a nine- step synthetic route. Furthermore, characterizations of the reaction intermediates have been completed and a sufficient amount of material is available.
The total synthesis starts by condensing two substituted anilines moieties, forming Tröger’s base analogue. The condensation is followed by functionalization of both the diazocine bridge and the aromatic rings of the analogues. The last step involves a second condensation, forming tris-Tröger’s base analogue. As a result of this project, full characterization of the heptakis- Tröger’s base and its reaction intermediates is significantly closer to being available. (Less)
Popular Abstract
Chemistry beyond the molecule or supramolecular chemistry can be described as the study of non-covalent interaction between molecules. Biological processes that rely on these weak forces can be understood by analyzing these non-covalent interactions.
Tröger’s base is a molecule that has been envisioned for supramolecular chemistry. The molecule consists two aromatic rings that are connected to a cyclic structure which contains two nitrogen atoms. Hence, the Tröger’s base has a rigid V-shaped structure. By condensing two of these V-shaped molecules together, larger molecules with different kind of structures can be formed. These molecules could potentially be applied as catalysis or within supramolecular chemistry.
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author
Mitrovic, Isabell LU
supervisor
organization
course
KEML10 20202
year
type
M2 - Bachelor Degree
subject
keywords
Organic chemistry, Tröger's base, Organisk kemi
language
English
id
9027162
date added to LUP
2020-09-15 11:54:50
date last changed
2020-09-15 11:54:50
@misc{9027162,
  abstract     = {{Tröger’s base is a chiral molecule with a unique V-shaped cavity. The molecules can be fused together in a linear fashion to form either tubular structures or zigzag structures. These structures can be applicable in different fields.
Following this, linear fused tris-Tröger’s base analogue has been synthesized, following a nine- step synthetic route. Furthermore, characterizations of the reaction intermediates have been completed and a sufficient amount of material is available.
The total synthesis starts by condensing two substituted anilines moieties, forming Tröger’s base analogue. The condensation is followed by functionalization of both the diazocine bridge and the aromatic rings of the analogues. The last step involves a second condensation, forming tris-Tröger’s base analogue. As a result of this project, full characterization of the heptakis- Tröger’s base and its reaction intermediates is significantly closer to being available.}},
  author       = {{Mitrovic, Isabell}},
  language     = {{eng}},
  note         = {{Student Paper}},
  title        = {{Synthesis of Linearly Fused Tröger’s Base Analogues}},
  year         = {{2020}},
}