REDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHER
The syntheses of new redox-active crown ethers 8a, 8b, 9a, and 9b containing cis- and trans-conjugated olefinic linkages between the ferrocene redox center and respectively benzo-15-crown-5 and N-phenylaza-15-crown-5 are described. The sodium cation forms 1:1 stoichiometric complexes with the trans...
| Main Authors: | , , , |
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| Format: | Journal article |
| Language: | English |
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1990
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| _version_ | 1826270220578193408 |
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| author | Beer, P Blackburn, C Mcaleer, J Sikanyika, H |
| author_facet | Beer, P Blackburn, C Mcaleer, J Sikanyika, H |
| author_sort | Beer, P |
| collection | OXFORD |
| description | The syntheses of new redox-active crown ethers 8a, 8b, 9a, and 9b containing cis- and trans-conjugated olefinic linkages between the ferrocene redox center and respectively benzo-15-crown-5 and N-phenylaza-15-crown-5 are described. The sodium cation forms 1:1 stoichiometric complexes with the trans ferrocenyl ionophores 8b and 9b, whereas potassium produces 1:2 intermolecular sandwich complexes with the same ligands, which were also observed by fast atom bombardment mass spectrometry. Electrochemical investigations reveal the binding of Na+, K+, and Mg2+ guest cations at the respective crown ether coordinating sites results in shifts of the ferrocene oxidation wave to more positive potentials if a conjugated π-electron system links the heteroatoms of the ionophore to the redox center. The magnitude and type (one or two waves) of the anodic shift are related to the charge:radius ratio of the cationic guest, Mg2+ producing the largest value and K+ the smallest. © 1990 American Chemical Society. |
| first_indexed | 2024-03-06T21:37:27Z |
| format | Journal article |
| id | oxford-uuid:46c05076-2d8e-44fc-a2d2-2cf2dda4e4a0 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T21:37:27Z |
| publishDate | 1990 |
| record_format | dspace |
| spelling | oxford-uuid:46c05076-2d8e-44fc-a2d2-2cf2dda4e4a02022-03-26T15:15:34ZREDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHERJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:46c05076-2d8e-44fc-a2d2-2cf2dda4e4a0EnglishSymplectic Elements at Oxford1990Beer, PBlackburn, CMcaleer, JSikanyika, HThe syntheses of new redox-active crown ethers 8a, 8b, 9a, and 9b containing cis- and trans-conjugated olefinic linkages between the ferrocene redox center and respectively benzo-15-crown-5 and N-phenylaza-15-crown-5 are described. The sodium cation forms 1:1 stoichiometric complexes with the trans ferrocenyl ionophores 8b and 9b, whereas potassium produces 1:2 intermolecular sandwich complexes with the same ligands, which were also observed by fast atom bombardment mass spectrometry. Electrochemical investigations reveal the binding of Na+, K+, and Mg2+ guest cations at the respective crown ether coordinating sites results in shifts of the ferrocene oxidation wave to more positive potentials if a conjugated π-electron system links the heteroatoms of the ionophore to the redox center. The magnitude and type (one or two waves) of the anodic shift are related to the charge:radius ratio of the cationic guest, Mg2+ producing the largest value and K+ the smallest. © 1990 American Chemical Society. |
| spellingShingle | Beer, P Blackburn, C Mcaleer, J Sikanyika, H REDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHER |
| title | REDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHER |
| title_full | REDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHER |
| title_fullStr | REDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHER |
| title_full_unstemmed | REDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHER |
| title_short | REDOX-RESPONSIVE CROWN ETHERS CONTAINING A CONJUGATED LINK BETWEEN THE FERROCENE MOIETY AND A BENZO CROWN ETHER |
| title_sort | redox responsive crown ethers containing a conjugated link between the ferrocene moiety and a benzo crown ether |
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