Preparation and structural studies of neutral oxorhenium(V) complexes with D-penicillamine methyl ester

Kirsch, Sylvia; Noll, B.; Spies, Hartmut; Leibnitz, P.; Scheller, D.; Krueger, Torsten; Johannsen, B.

doi:10.1039/a706127g

Cited by 19 publications

(34 citation statements)

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“…The RedO distance (1.660(6) Å) compares well with those obtained for the complexes with penicillamine, cysteine, and their derivatives. [14][15][16][17][18] The Re-Cl(1) distance (2.351(3) Å) is slightly longer than Re-Cl(2) (2.334(2) Å), probably because Cl(1) participates in hydrogen bonding, but both distances are within the accepted range. 57 The Re-NH 2 bond is ∼0.05 Å longer than the Re-N(Im) bond, in agreement with the literature data for complexes with amino acids (mean Re V -N ) 2.188 Å, σ ) 0.032 Å, 20 data) 15,17,18,58 and imidazoles (mean Re V -N ) 2.124 Å, σ ) 0.016 Å, 35 data).…”

Section: Oxorhenium(v) Complexesmentioning

confidence: 88%

“…Refluxing ReIO 2 (PPh 3 ) 2 with 2 equiv of histidine in methanol affords a green solution containing a complex of formula [ReO(L-his-N,N,O)(L-his-N,N)]I (Scheme 2), where both ligands are formally monoanionic, but one is tridentate and the other bidentate. Complexes with this stoichiometry have been reported for penicillamine (penH 2 ) and cysteine (cysH 2 ), [13][14][15][16][17][18] where the arrangement in the equatorial plane (perpendicular to OdRe-O) is cis,-cis (Chart 1). In our complex, the configuration is believed to be trans,trans.…”

Section: Oxorhenium(v) Complexesmentioning

confidence: 91%

“…Anal. Calcd for ReO 5 N 6 C 12 H 16 A small crystalline sample of the corresponding bromo analogue was obtained by the same method and used for an X-ray diffraction study.…”

Section: Methodsmentioning

confidence: 99%

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Oxorhenium(V) Complexes with the Non-Sulfur-Containing Amino Acid Histidine

2002

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Equivalent amounts of ReOX(3)(OPPh(3))(Me(2)S) (where X = Cl, Br) and L-histidine (L-hisH) in acetonitrile yield ReOX(2)(L-his), in which the amino acid monoanion is N,N,O-tridentate. X-ray diffraction work on both compounds shows that the three donors occupy a face in a distorted octahedron and the carboxylate oxygen is coordinated trans to the Re=O bond. The 2:1 complex [ReO(L-his)(2)]I is obtained by reacting 2 equiv of L-histidine with ReO(2)I(PPh(3))(2) in methanol in the presence of NaOCH(3). (1)H NMR spectroscopy indicates that these complexes contain one N,N,O-tridentate histidine anion coordinated as above and one N,N-bidentate histidine anion, whose carboxylate group is free. By refluxing ReOX(2)(L-his) in methanol, the carboxylic groups esterify and two octahedral units condense into an oxo-bridged dinuclear complex [ReOX(2)(L-hisMe)](2)O containing N,N-bidentate histidine methyl ester. The O=Re-O-Re=O backbone is approximately linear, and the two ReOX(2)(L-hisMe) units are related by a 2-fold axis through the central oxygen. Crystals of [ReOBr(2)(L-hisMe)](2)O consist of an ordered phase containing two of the possible diastereoisomers in a 1:1 ratio. (1)H NMR spectra of these crystals include two sets of signals, consistent with the presence of two isomers with C(2) symmetry, and the spectra of the nonrecrystallized material confirm that these are the only two isomers formed.

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Section: Oxorhenium(v) Complexesmentioning

confidence: 88%

Section: Oxorhenium(v) Complexesmentioning

confidence: 91%

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Oxorhenium(V) Complexes with the Non-Sulfur-Containing Amino Acid Histidine

2002

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“…Kirch et al [8] have shown that the reaction of oxorhenium(v) gluconate with D-penicillamine methyl ester yields three neutral 1:2 complexes. One of these complexes is the mixed ligand species [ReO{SC(CH 3 ) 2 CH-(CO 2 CH 3 )NH 2 }{SC(CH 3 ) 2 CH(CO 2 )NH 2 }] which was obtained in aqueous solutions.…”

Section: Infrared Spectra Of the Ln-pme Complexesmentioning

confidence: 99%

“…Recently, profound solution studies of the oxorhenium(V) penicillamine complex have been described [6,7] including the observation that the NH deprotonation does not occur in this system up to a very high pH value. Having studied the complexation behavior of Tc v and Re v with cystamine as 0932-0776 / 06 / 0200-0139 $ 06.00 c 2006 Verlag der Zeitschrift für Naturforschung, Tübingen · http://znaturforsch.com the simple N,S donor building block of the ligand of interest, Kirch and his coworkers [8] have extended their investigations to D-penicillamine methyl ester. They have studied the reaction of oxorhenium(V) gluconate with D-penicillamine methyl ester (Pme) which yielded three neutral 1:2 complexes.…”

Section: Introductionmentioning

confidence: 99%

Lanthanide Complexes with D-Penicillamine Methyl Ester: Formation Constants, Spectral and Thermal Properties

Sallam

Mahmoud

2006

Zeitschrift Für Naturforschung B

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The complex-formation of the lanthanide(III) cations with D-penicillamine methyl ester have been investigated in acidic and neutral media. The macroscopic protonation constants of the ligand and the formation constants of [Ln·Pme] 2 ] complexes have been determined from pH-metric data using BEST computer program. Species distribution diagrams of the complexes were obtained and plotted using SPE and SPEPLOT computer programs. Elemental analyses of the solid complexes indicate the formation of 1:1 metal:ligand species. Infrared spectra show that coordination takes place through the NH 2 , the SH and the C=O groups of the ligand. The complexes decompose in four steps as shown by their TG and DTA analysis with the formation of Ln 2 (SO 4 ) 3 as a final product. Activation energy values (∆ E a ) are correlated with the atomic radii of the metal ions. The mechanism of the thermal decomposition is proposed.

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A Remarkable 14‐Nuclear Re^V₈ Ag^I₆ Coordination Oligomer Derived from a 2D (Re^V₂ Ag^I₂)_n Coordination Polymer with d‐Penicillaminate

et al. 2002

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There has been considerable interest in the design and creation of metallo-supramolecular systems that exhibit unique structural and chemical properties. [1] In many cases, metallo-supramolecular structures have been constructed from organic multidentate ligands and metal ions through self-assembly processes. Our synthetic strategy involves the use of octahedral metal complexes containing relatively simple thiolate ligands, such as 2-aminoethanethiolate (aet), l-cysteinate (l-cys), and d-penicillaminate (d-pen; d-H 2 pen ¼ d-penicillamine), as building blocks that are aggregated by forming S-bridged structures with metal ions. [2±5] This method allows the construction of well-organized heterometallic aggregates which have several chiral centers by a systematic variation and combination of metal ions with different coordination geometries. For example, a number of chiral Sbridged aggregates, which include Co III 4 Pd II 2 M I 2 octanuclear metallacycles [M I 2 {Pd II [Co III (aet) 3 ] 2 } 2 ] 6þ (M ¼ Ag, Au), [2e] have been prepared just from [Co III (aet) 3 ] and appropriate metal ions. [2] While it has been established that thiolato groups coordinated to an M II or M III metal center have the ability to bind to a second metal ion to form S-bridged structures, [2±6] the coordinating ability of thiolato groups bound to a metal center with a higher oxidation state has not been widely investigated. [7] In fact, S-bridged heterometallic aggregates based on ZUSCHRIFTEN Figure 4. The 2D sheetlike structure of 2. Methyl groups of each d-pen ligand and hydrogen atoms, as well as SiF 6 2À ions and lattice water molecules, are omitted for clarity.

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Preparation and structural studies of neutral oxorhenium(V) complexes with D-penicillamine methyl ester

Cited by 19 publications

References 18 publications

Oxorhenium(V) Complexes with the Non-Sulfur-Containing Amino Acid Histidine

Oxorhenium(V) Complexes with the Non-Sulfur-Containing Amino Acid Histidine

Lanthanide Complexes with D-Penicillamine Methyl Ester: Formation Constants, Spectral and Thermal Properties

A Remarkable 14‐Nuclear Re^V₈ Ag^I₆ Coordination Oligomer Derived from a 2D (Re^V₂ Ag^I₂)_n Coordination Polymer with d‐Penicillaminate

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Preparation and structural studies of neutral oxorhenium(V) complexes with D-penicillamine methyl ester

Cited by 19 publications

References 18 publications

Oxorhenium(V) Complexes with the Non-Sulfur-Containing Amino Acid Histidine

Oxorhenium(V) Complexes with the Non-Sulfur-Containing Amino Acid Histidine

Lanthanide Complexes with D-Penicillamine Methyl Ester: Formation Constants, Spectral and Thermal Properties

A Remarkable 14‐Nuclear ReV8 AgI6 Coordination Oligomer Derived from a 2D (ReV2 AgI2)n Coordination Polymer with d‐Penicillaminate

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A Remarkable 14‐Nuclear Re^V₈ Ag^I₆ Coordination Oligomer Derived from a 2D (Re^V₂ Ag^I₂)_n Coordination Polymer with d‐Penicillaminate