Ammonium redox-responsive receptors containing two or three ferrocene redox-active centres attached to di- and tri-aza crown ether macrocycles

Beer, Paul D.; Crowe, Declan B.; Main, Brian G.

doi:10.1016/0022-328x(89)85104-6

Cited by 13 publications

(1 citation statement)

References 12 publications

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“…monoclinic, space group P2,/c, a = 13.469(11), b = 7.753(9), c = 20.810(13) A, p = 103.0(1)", U = 2 117.3 A3, F(OO0) = 952, D , = 1.45 g cm-,, Z = 4, D, = 1.42 g cm-,, Mo-K, radiation (h = 0.7107 A), p(Mo-K,) = 7.67 cm-'.…”

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confidence: 99%

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

Beer¹,

Sikanyika²,

Blackburn³

et al. 1990

J. Chem. Soc., Dalton Trans.

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benzopentaoxacyclopentadecine (L') and N-(4-ferrocenylphenyl) -lr4,7,10-tetraoxa-13azacyclopentadecane ( 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 w i t h the same ligands, which were also observed b y fast-atom-bombardment mass spectrometry. Single-crystal X-ray structures of L1 and of its sodium complex [NaL'] PF, have also been determined. Electrochemical investigations reveal that the binding of Na', K', and Mg2+ guest cations by L' 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.

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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

Beer¹,

Sikanyika²,

Blackburn³

et al. 1990

J. Chem. Soc., Dalton Trans.

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Polyaza‐Crown Macrocycles

1993

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Molecular Recognition and Host–Guest Interactions

Haiduc

Edelmann

1999

Supramolecular Organometallic Chemistry

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Macrocyclic organomercury compounds have been known for some time, but their ability to bind anionic guests in their cavity was demonstrated relatively recently. This molecular recognition process is somewhat similar to the formation of the crown ether complexes, except that the binding sites of the macrocycle are occupied by metal atoms, able to function as Lewis acids, and therefore to bind halogen and other Lewis base anions. This approach is only in its beginnings and the recent discovery of mercuracarbaboranes as anion binding cyclic receptors gave a new impetus to research in the field.One of the earliest known organomercury macrocycles was the trimer of ovthophenylene mercury, (o-CgH4Hg)3, known from X-ray diffraction studies to have a planar cyclic structure, 1 [I, 21. It has recently been found, with the aid of 199Hg NMR spectroscopy, that this compound forms complexes with halide anions (Cl-, Br-and I-) in dichloromethane solution, but the complexes could not be isolated in solid state [3]. The fluorinated analog (o-CgF4Hg)3, 2, is a much better electron acceptor and forms stable complexes with the same halide anions; these could be 1 2 2.

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Ammonium redox-responsive receptors containing two or three ferrocene redox-active centres attached to di- and tri-aza crown ether macrocycles

Cited by 13 publications

References 12 publications

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

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

Polyaza‐Crown Macrocycles

Molecular Recognition and Host–Guest Interactions

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