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LUND UNIVERSITY LIBRARIES

C1-symmetric dbCOT : A synthetic investigation of an [8]-annulene ligand

Olsson, Wilma LU (2024) KOKL01 20241
Centre for Analysis and Synthesis
Abstract
Asymmetric catalysis plays a crucial role in chemistry. It enables the efficient and selective production of chiral molecules, essential in e.g. the pharmaceutical industry.
This research explores the development of a dibenzo[a,e]cyclooctatetraene ligand. This ligand has previously shown great potential in asymmetric synthesis where the corresponding rhodium(I)-complex gives excellent enantioselectivity and yields in 1,2- and 1,4-arylation reactions. Here, we investigate the synthesis of an exotic C1-symmetric dbCOT analog to optimize the reaction conditions.
The desired C1-symmetric dbCOT ligand was synthesized using a recently (yet unpublished) developed method, achieving a maximum yield of 11%. The approach requires only two... (More)
Asymmetric catalysis plays a crucial role in chemistry. It enables the efficient and selective production of chiral molecules, essential in e.g. the pharmaceutical industry.
This research explores the development of a dibenzo[a,e]cyclooctatetraene ligand. This ligand has previously shown great potential in asymmetric synthesis where the corresponding rhodium(I)-complex gives excellent enantioselectivity and yields in 1,2- and 1,4-arylation reactions. Here, we investigate the synthesis of an exotic C1-symmetric dbCOT analog to optimize the reaction conditions.
The desired C1-symmetric dbCOT ligand was synthesized using a recently (yet unpublished) developed method, achieving a maximum yield of 11%. The approach requires only two steps, which is a significant improvement compared to previous methods.

Our findings mark the initial steps toward understanding the reaction mechanisms and optimizing the process to synthesize the desired C1-symmetric dbCOT. (Less)
Popular Abstract
Enantiomers are a captivating concept in the world of chemistry, representing molecules that are mirror images, much like our left and right hands. You cannot place one on the other and perfectly align all parts. Although the enantiomers share the same chemical composition, their three-dimensional arrangement differs. This subtle difference can lead to dramatically different behaviors. For instance, one enantiomer of the molecule limonene smells like oranges, while its mirror image smells like lemons. Another example is the story of thalidomide (neurosedyn), a drug with one beneficial and one harmful enantiomer.
For chemists, the challenge lies in controlling the formation of the desired enantiomer. To our help, a catalyst may be used... (More)
Enantiomers are a captivating concept in the world of chemistry, representing molecules that are mirror images, much like our left and right hands. You cannot place one on the other and perfectly align all parts. Although the enantiomers share the same chemical composition, their three-dimensional arrangement differs. This subtle difference can lead to dramatically different behaviors. For instance, one enantiomer of the molecule limonene smells like oranges, while its mirror image smells like lemons. Another example is the story of thalidomide (neurosedyn), a drug with one beneficial and one harmful enantiomer.
For chemists, the challenge lies in controlling the formation of the desired enantiomer. To our help, a catalyst may be used to guide the reaction toward predominantly forming the preferred variant. This process, known as asymmetric catalysis, improves the efficacy of a chemical reaction. It paves the way for greener and more sustainable chemical processes and facilitates the development of safe pharmaceuticals.
In this report, we develop a method for creating a new type of ligand that may be used in asymmetric catalysis. Our ambition is to understand better how it may be used in the context of catalysis. (Less)
Please use this url to cite or link to this publication:
author
Olsson, Wilma LU
supervisor
organization
course
KOKL01 20241
year
type
M2 - Bachelor Degree
subject
keywords
organic chemistry, dbCOT, asymmetric catalysis, ligand
language
English
id
9176145
date added to LUP
2024-11-07 09:12:01
date last changed
2024-11-07 09:12:01
@misc{9176145,
  abstract     = {{Asymmetric catalysis plays a crucial role in chemistry. It enables the efficient and selective production of chiral molecules, essential in e.g. the pharmaceutical industry. 
 This research explores the development of a dibenzo[a,e]cyclooctatetraene ligand. This ligand has previously shown great potential in asymmetric synthesis where the corresponding rhodium(I)-complex gives excellent enantioselectivity and yields in 1,2- and 1,4-arylation reactions. Here, we investigate the synthesis of an exotic C1-symmetric dbCOT analog to optimize the reaction conditions. 
	The desired C1-symmetric dbCOT ligand was synthesized using a recently (yet unpublished) developed method, achieving a maximum yield of 11%. The approach requires only two steps, which is a significant improvement compared to previous methods.

Our findings mark the initial steps toward understanding the reaction mechanisms and optimizing the process to synthesize the desired C1-symmetric dbCOT.}},
  author       = {{Olsson, Wilma}},
  language     = {{eng}},
  note         = {{Student Paper}},
  title        = {{C1-symmetric dbCOT : A synthetic investigation of an [8]-annulene ligand}},
  year         = {{2024}},
}