Tetraselena crown ethers: synthesis and complexation with mercury salts. Crystal structure of a macrocycle and a mercury(II) complex

Mazouz, Ahmed; Meunier, Philippe; Kubicki, Marek M.; Hanquet, Bernard; Amardeil, Régine; Bornet, Céline; Zahidi, Assou

doi:10.1039/a606674g

Cited by 36 publications

(11 citation statements)

References 29 publications

(18 reference statements)

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“…The methylene protons adjacent to the oxygen atoms (−CH 2 O−) were shifted to a lesser extent, suggesting the complexation of Hg 2+ to the Se atoms with a weaker complexation of Hg 2+ to the O atoms. Similar findings have been reported in the literature, in which crystal structures of Hg 2+ -bound organic oxaselena-crown compounds showed the complexation of two selenium atoms to Hg 2+ ion and the absence of oxygen atoms involvement in the complexation of oxaselena-crown with Hg 2+ ion. The identity of the 2:1 ion-bound adduct has further been supported by positive-ion ESI-MS experiments.…”

Section: Resultssupporting

confidence: 91%

Functionalized Rhenium(I) Complexes with Crown Ether Pendants Derived from 1,10-Phenanthroline: Selective Sensing for Metal Ions

Duan

et al. 2007

Organometallics

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A series of rhenium(I) tricarbonyl diimine complexes with crown ether pendants has been synthesized and characterized. The complexes showed selective and specific binding properties for various metal ions of different sizes and degrees of hardness and softness by variation of the cavity size and donor atoms of the crown ether. Upon binding of metal ions, obvious spectral changes were observed in the UV-vis spectra of the complexes and the emission intensity was found to be strongly enhanced. The X-ray crystal structure of one of the complexes has also been determined.

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Section: Resultssupporting

confidence: 91%

Functionalized Rhenium(I) Complexes with Crown Ether Pendants Derived from 1,10-Phenanthroline: Selective Sensing for Metal Ions

Duan

et al. 2007

Organometallics

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“…[30] Meunier et al have reported the synthesis of a diselena crown ether [31] and tetraselena crown ethers of three different sizes incorporating several oxygen atoms in the bridge. [32] The complexation of these selenoethers has been achieved by their reaction with mercury(ii) iodide. Very recently, they have reported the preparation of new cationic palladium complexes binding to two selena macrocyclic ligands.…”

Section: )]mentioning

confidence: 99%

Synthesis, Characterization and Coordination Chemistry of Some Selenium‐Containing Macrocyclic Schiff Bases

et al. 2005

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“…A small number of examples of mixed Se/O macrocycles incorporating o-phenylene linkages between the adjacent Se atoms have been reported, albeit in modest yields, and with significant quantities of open-chain species also produced. 22 Attempts to prepare L 4 and/or L 5 via treatment of O{(CH 2 ) 2 SeCN} 2 with Na in liquid NH 3 at −78 • C, subsequent dropwise addition of Br(CH 2 ) 3 Br in thf at ca. −40 • C, followed by hydrolysis, extraction and work-up gave a complicated mixture of products, including both cyclised and oligomeric species, as well as compounds apparently containing vinyl selenoether functions (NMR evidence).…”

Section: Table 2 Selected Bond Lengths (A ˚) and Angles (mentioning

confidence: 99%

Selenoether macrocyclic chemistry—syntheses and properties of new potentially tridentate and hexadentate Se/O-donor macrocycles

et al. 2008

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Treatment of O(CH2CH2SeCN)2 with Na in NH3(l), followed by dropwise addition of a thf solution of o-C6H4(CH2Br)2 at -40 degrees C leads to formation of three mixed Se/O-donor macrocycles which are separable by column chromatography, the [1 + 1] species L1, the [2 + 2] ring L2 and the [3 + 3] ring L3, of which L2 is by far the major species. Using the same starting materials, but in a high dilution cyclisation at room temperature with NaBH4 in thf/EtOH gives exclusively the [1 + 1] ring, L1. The saturated ring Se/O-donor macrocycles, L4 and L5 are obtained by simultaneous dropwise addition of solutions of O(CH2CH2SeCN)2 and Br(CH2)3Br to NaBH4 suspended in thf/EtOH. The small tridentate Se2O-donor ring, L4, is again the dominant product under these conditions (71%), although the more flexible precursors in this reaction also give rise to the larger Se4O2-donor ring, L5, as a by-product in 8% yield. These compounds are readily separated and purified by column chromatography (ethyl acetate:hexane, 1:19). The new macrocycles have been characterised by 1H, (13)C{1H} and (77)Se{1H} NMR spectroscopy and mass spectrometry, together with crystal structures of L1 and L2. Complexes of L1 and L2 with late transition metals (Pd(II), Pt(II), Cu(I) and Ag(I)) are also described.

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Tetraselena crown ethers: synthesis and complexation with mercury salts. Crystal structure of a macrocycle and a mercury(II) complex

Cited by 36 publications

References 29 publications

Functionalized Rhenium(I) Complexes with Crown Ether Pendants Derived from 1,10-Phenanthroline: Selective Sensing for Metal Ions

Functionalized Rhenium(I) Complexes with Crown Ether Pendants Derived from 1,10-Phenanthroline: Selective Sensing for Metal Ions

Synthesis, Characterization and Coordination Chemistry of Some Selenium‐Containing Macrocyclic Schiff Bases

Selenoether macrocyclic chemistry—syntheses and properties of new potentially tridentate and hexadentate Se/O-donor macrocycles

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