Redox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complex
New redox-active crown ethers, 15-ferrocenyl-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13- benzopentaoxacyclopentadecine (L1) and N-(4-ferrocenylphenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane (L2), containing a direct link between the ferrocene redox centre and respectively benzo-15-crown-5 and N-pheny...
| Main Authors: | , , , , |
|---|---|
| Format: | Journal article |
| Language: | English |
| Published: |
1990
|
| _version_ | 1826266102574874624 |
|---|---|
| author | Beer, P Sikanyika, H Blackburn, C McAleer, J Drew, M |
| author_facet | Beer, P Sikanyika, H Blackburn, C McAleer, J Drew, M |
| author_sort | Beer, P |
| collection | OXFORD |
| description | New redox-active crown ethers, 15-ferrocenyl-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13- benzopentaoxacyclopentadecine (L1) and N-(4-ferrocenylphenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane (L2), containing a direct link between the ferrocene redox centre and respectively benzo-15-crown-5 and N-phenylaza-15-crown-5, have been prepared. The sodium cation forms 1:1 stoicheiometric complexes with both ionophores whereas the larger potassium cation produces 1:2 intermolecular sandwich complexes with the same ligands, which were also observed by fast-atom-bombardment mass spectrometry. Single-crystal X-ray structures of L1 and of its sodium complex [NaL1]PF6 have also been determined. Electrochemical investigations reveal that the binding of Na+, K+, and Mg2+ guest cations by L1 and L2 results in shifts of the respective ferrocene-ferrocenium redox couple to more positive potentials. The magnitude of these one-wave anodic shifts is related to the charge: radius ratio of the cationic guest species. |
| first_indexed | 2024-03-06T20:33:51Z |
| format | Journal article |
| id | oxford-uuid:31f57d43-793a-4eb9-944f-71fb47f70c10 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T20:33:51Z |
| publishDate | 1990 |
| record_format | dspace |
| spelling | oxford-uuid:31f57d43-793a-4eb9-944f-71fb47f70c102022-03-26T13:11:09ZRedox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complexJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:31f57d43-793a-4eb9-944f-71fb47f70c10EnglishSymplectic Elements at Oxford1990Beer, PSikanyika, HBlackburn, CMcAleer, JDrew, MNew redox-active crown ethers, 15-ferrocenyl-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13- benzopentaoxacyclopentadecine (L1) and N-(4-ferrocenylphenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane (L2), containing a direct link between the ferrocene redox centre and respectively benzo-15-crown-5 and N-phenylaza-15-crown-5, have been prepared. The sodium cation forms 1:1 stoicheiometric complexes with both ionophores whereas the larger potassium cation produces 1:2 intermolecular sandwich complexes with the same ligands, which were also observed by fast-atom-bombardment mass spectrometry. Single-crystal X-ray structures of L1 and of its sodium complex [NaL1]PF6 have also been determined. Electrochemical investigations reveal that the binding of Na+, K+, and Mg2+ guest cations by L1 and L2 results in shifts of the respective ferrocene-ferrocenium redox couple to more positive potentials. The magnitude of these one-wave anodic shifts is related to the charge: radius ratio of the cationic guest species. |
| spellingShingle | Beer, P Sikanyika, H Blackburn, C McAleer, J Drew, M Redox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complex |
| title | Redox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complex |
| title_full | Redox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complex |
| title_fullStr | Redox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complex |
| title_full_unstemmed | Redox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complex |
| title_short | Redox-responsive crown ethers containing a direct link between the ferrocene redox-active centre and a benzo-crown ether. Crystal structures of a ferrocene benzo-15-crown-5 ligand and of its sodium complex |
| title_sort | redox responsive crown ethers containing a direct link between the ferrocene redox active centre and a benzo crown ether crystal structures of a ferrocene benzo 15 crown 5 ligand and of its sodium complex |
| work_keys_str_mv | AT beerp redoxresponsivecrownetherscontainingadirectlinkbetweentheferroceneredoxactivecentreandabenzocrownethercrystalstructuresofaferrocenebenzo15crown5ligandandofitssodiumcomplex AT sikanyikah redoxresponsivecrownetherscontainingadirectlinkbetweentheferroceneredoxactivecentreandabenzocrownethercrystalstructuresofaferrocenebenzo15crown5ligandandofitssodiumcomplex AT blackburnc redoxresponsivecrownetherscontainingadirectlinkbetweentheferroceneredoxactivecentreandabenzocrownethercrystalstructuresofaferrocenebenzo15crown5ligandandofitssodiumcomplex AT mcaleerj redoxresponsivecrownetherscontainingadirectlinkbetweentheferroceneredoxactivecentreandabenzocrownethercrystalstructuresofaferrocenebenzo15crown5ligandandofitssodiumcomplex AT drewm redoxresponsivecrownetherscontainingadirectlinkbetweentheferroceneredoxactivecentreandabenzocrownethercrystalstructuresofaferrocenebenzo15crown5ligandandofitssodiumcomplex |