Pseudo-C2-Symmetric Bimetallic Bissalen Catalysts for Efficient and Enantioselective Ring-Opening of meso-Epoxides
(2012) In ChemCatChem 4(9). p.1321-1329- Abstract
- Bimetallic catalysts have been synthesised based on Jacobsens C2-symmetric bissalen ligand. They constitute the first examples of compounds with pseuodo-C2 symmetry, owing to the presence of two different metal ions. They have been investigated in the ring-opening of meso-epoxides by trimethylsilyl azide (TMSN3). Pseudo-C2-symmetric [CrIII?Co]bissalen complexes were the best in inducing ee (9394?%) in the ring-opened product of cyclohexene oxide by TMSN3 under solvent-free conditions, whereas a pseudo-C2-symmetric [CrIII?MnIII]-bissalen complex displayed the highest turnover frequency (183 h-1) but induced a lower ee (66?%). A broad substrate scope was displayed by a pseudo-C2-symmetric [CrIII?Co]bissalen catalyst: at 0.1 mol?% catalytic... (More)
- Bimetallic catalysts have been synthesised based on Jacobsens C2-symmetric bissalen ligand. They constitute the first examples of compounds with pseuodo-C2 symmetry, owing to the presence of two different metal ions. They have been investigated in the ring-opening of meso-epoxides by trimethylsilyl azide (TMSN3). Pseudo-C2-symmetric [CrIII?Co]bissalen complexes were the best in inducing ee (9394?%) in the ring-opened product of cyclohexene oxide by TMSN3 under solvent-free conditions, whereas a pseudo-C2-symmetric [CrIII?MnIII]-bissalen complex displayed the highest turnover frequency (183 h-1) but induced a lower ee (66?%). A broad substrate scope was displayed by a pseudo-C2-symmetric [CrIII?Co]bissalen catalyst: at 0.1 mol?% catalytic loading and under solvent-free conditions, it induced the highest ee to date in the ring-opened product of a range of different meso-epoxides by using TMSN3. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/3146820
- author
- Dayou, Ma LU ; Xiao, Zeyun LU ; Etxabe, Julen and Wärnmark, Kenneth LU
- organization
- publishing date
- 2012
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- asymmetric catalysis, enantioselectivity, heterometallic complexes, ring-opening, transition metals
- in
- ChemCatChem
- volume
- 4
- issue
- 9
- pages
- 1321 - 1329
- publisher
- John Wiley & Sons Inc.
- external identifiers
-
- wos:000308037400015
- scopus:84865579375
- ISSN
- 1867-3880
- DOI
- 10.1002/cctc.201200018
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
- id
- 11a44c94-2ca6-4ca8-8777-3bfd5ca6a2e0 (old id 3146820)
- date added to LUP
- 2016-04-01 10:13:31
- date last changed
- 2022-02-17 07:53:54
@article{11a44c94-2ca6-4ca8-8777-3bfd5ca6a2e0, abstract = {{Bimetallic catalysts have been synthesised based on Jacobsens C2-symmetric bissalen ligand. They constitute the first examples of compounds with pseuodo-C2 symmetry, owing to the presence of two different metal ions. They have been investigated in the ring-opening of meso-epoxides by trimethylsilyl azide (TMSN3). Pseudo-C2-symmetric [CrIII?Co]bissalen complexes were the best in inducing ee (9394?%) in the ring-opened product of cyclohexene oxide by TMSN3 under solvent-free conditions, whereas a pseudo-C2-symmetric [CrIII?MnIII]-bissalen complex displayed the highest turnover frequency (183 h-1) but induced a lower ee (66?%). A broad substrate scope was displayed by a pseudo-C2-symmetric [CrIII?Co]bissalen catalyst: at 0.1 mol?% catalytic loading and under solvent-free conditions, it induced the highest ee to date in the ring-opened product of a range of different meso-epoxides by using TMSN3.}}, author = {{Dayou, Ma and Xiao, Zeyun and Etxabe, Julen and Wärnmark, Kenneth}}, issn = {{1867-3880}}, keywords = {{asymmetric catalysis; enantioselectivity; heterometallic complexes; ring-opening; transition metals}}, language = {{eng}}, number = {{9}}, pages = {{1321--1329}}, publisher = {{John Wiley & Sons Inc.}}, series = {{ChemCatChem}}, title = {{Pseudo-C2-Symmetric Bimetallic Bissalen Catalysts for Efficient and Enantioselective Ring-Opening of meso-Epoxides}}, url = {{http://dx.doi.org/10.1002/cctc.201200018}}, doi = {{10.1002/cctc.201200018}}, volume = {{4}}, year = {{2012}}, }