Pseudo Cs-Symmetric Heterometallic Bissalen Complexes: Scaling up
(2016) KEMP31 20161Department of Chemistry
- Abstract
- In this project work, we report the scaling up of the production of pseudo Cs-symmetric catalysts for asymmetric ring opening (ARO) of epoxides. These catalysts consists in heterometallic bissalen complexes whose synthesis has already been designed by our research group. Further research will be based on catalytic studies of the synthetized pseudo Cs-symmetric bissalen complexes in ARO of epoxides with TMSN3.
- Popular Abstract
- Salens are tetradentate ligands that, when asymmetric and in metallic complexes, can be used as catalysts in asymmetric ring opening (ARO) of epoxides.[1] Observing that dimeric salens, i.e. two salen cavities united by an hydrocarbonated chain, were better catalysts for these reactions, i.e. gave better yielding and same or even more enantiomeric excess,[2] the mechanism of the catalytic process was redefined. Metal salen complexes do not only perform as Lewis acids by activating the oxygen in the epoxide but also they activate the nucleophile in the ARO process.
The bissalen ligands used in these reactions were C2-symmetric, i.e. they had the same stereochemical configuration in both salen cavities.[3] The aim of the group research... (More) - Salens are tetradentate ligands that, when asymmetric and in metallic complexes, can be used as catalysts in asymmetric ring opening (ARO) of epoxides.[1] Observing that dimeric salens, i.e. two salen cavities united by an hydrocarbonated chain, were better catalysts for these reactions, i.e. gave better yielding and same or even more enantiomeric excess,[2] the mechanism of the catalytic process was redefined. Metal salen complexes do not only perform as Lewis acids by activating the oxygen in the epoxide but also they activate the nucleophile in the ARO process.
The bissalen ligands used in these reactions were C2-symmetric, i.e. they had the same stereochemical configuration in both salen cavities.[3] The aim of the group research in this project is to prove that meso ligands, when coordinated to two different metals thus affording Cs-symmetric complexes, can also perform as catalysts in ARO of epoxides giving good yields and high enantiomeric excess. It is a proof-of-concept project: meso complexes, which only break the symmetry by coordinating to different metal ions, can catalyse almost enantioselective ARO of epoxides. (Less)
Please use this url to cite or link to this publication:
http://lup.lub.lu.se/student-papers/record/8880668
- author
- Armengol, Helena LU
- supervisor
- organization
- course
- KEMP31 20161
- year
- 2016
- type
- L3 - Miscellaneous, Projetcs etc.
- subject
- keywords
- organic chemistry, organisk kemi
- language
- English
- id
- 8880668
- date added to LUP
- 2016-08-30 11:13:28
- date last changed
- 2016-08-30 11:13:28
@misc{8880668, abstract = {{In this project work, we report the scaling up of the production of pseudo Cs-symmetric catalysts for asymmetric ring opening (ARO) of epoxides. These catalysts consists in heterometallic bissalen complexes whose synthesis has already been designed by our research group. Further research will be based on catalytic studies of the synthetized pseudo Cs-symmetric bissalen complexes in ARO of epoxides with TMSN3.}}, author = {{Armengol, Helena}}, language = {{eng}}, note = {{Student Paper}}, title = {{Pseudo Cs-Symmetric Heterometallic Bissalen Complexes: Scaling up}}, year = {{2016}}, }