The crystal and molecular structure of 1,1'-ferrocenedicarboxylic acid (triclinic modification): neutron and X-ray diffraction studies at 78 K and 298 K

Takusagawa, Fusao; Koetzle, Thomas F.

doi:10.1107/s0567740879010906

Cited by 77 publications

(46 citation statements)

References 13 publications

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“…59.28 (10) distance are 3.621(1) and 10.780(2) Å, respectively. These distances are longer comparing for those found at compound 1 and its pseudomorphos, reported Zn(II) and Cu(II) tetrametallic compounds [20,34] which have methanol molecules in their structure. The conformation of the ferrocenecarboxylate moiety is synperiplanar, similar to that found for 1, however the torsion angle of À5.604(178)°is smaller than in compound 1, which is very close to the synperiplanar conformations found for free 1,1 0 -ferrocenedicarboxylic acid in the solid state (the torsion angle of the disubstituted ferrocene is 0.3°).…”

Section: Compoundsmentioning

confidence: 62%

“…The band belonging to symmetric vibration of H 2 O appears at 3432 cm À1 for 1, 3415 cm À1 for 2, 3068 cm À1 for 3 and 3433 cm À1 for 4. The bands at the 3085-3096 cm À1 and 487-495 cm À1 region are the characteristic IR bands of the ferrocenyl group which are close to the previous reported compounds [21,[34][35][36]. The strong absorption bands at 1563-1571 cm À1 and 1384-1393 cm À1 ranges can be assigned to m asym (COO À ) and m sym (COO À ) vibrations, respectively [21].…”

Section: Ft-ir Spectroscopymentioning

confidence: 65%

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Metallic macrocycles built-up from ferrocenedicarboxylate and ancillary nitrogen heterocycles: Hydrothermal synthesis, crystal structures and electrochemical properties

Ospina-Castro

Briceño

González

et al. 2015

Inorganica Chimica Acta

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Section: Compoundsmentioning

confidence: 62%

Section: Ft-ir Spectroscopymentioning

confidence: 65%

Metallic macrocycles built-up from ferrocenedicarboxylate and ancillary nitrogen heterocycles: Hydrothermal synthesis, crystal structures and electrochemical properties

Ospina-Castro

Briceño

González

et al. 2015

Inorganica Chimica Acta

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“…The bond lengths and angles around the Co atoms within the [LCo . A large number of metal complexes containing ferrocenecarboxylate ligands have been structurally characterized [84][85][86]; to our knowledge, 9 is the fi rst such complex supported by a dinuclear aminethiolate metallo ligand.…”

Section: Redox-active Ferrocenecarboxylates Anions Coordinated By Dinmentioning

confidence: 99%

Dinuclear Complexes as Building Blocks for Tetra-Nuclear Macrocyclic Complexes with Dithiolate Macrocyclic Ligand

Lozan¹

2013

ChemJMold

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A series of novel tri-, tetra-and pentanuclear complexes composed of dinuclear LM 2 units (M=Co, Ni, Zn; L=24-membered macrocyclic hexaaza-dithiophenolate ligand) and ferrocene-carboxylate ([CpFeC 5 H 4 CO 2 ]ˉ), 1,1'-ferro-cenedicarboxylate ([Fe(C 5 Keywords: coordination chemistry, amino-thiophenolate ligands, di-and tetranuclear complexes, ferrocene and naphthalene diimide derivatives, polynuclear complexes IntroductionThe chemistry of container molecules has developed extensively over the past two decades. Many container molecules such as calixarenes, resorcarenes, cyclodextrins, carcerands and glycourils have been invaluable in studying the fundamental principles of inclusion phenomena and consequently their use in separation science or drug delivery, as two examples of application. Importantly, the area has attracted interest in the field of supramolecular chemistry because the properties of such host-guest compounds are often different from those of their constituent components. By adjusting the size and form of the binding cavity it is often possible to complex co-ligands in unusual coordination modes, to activate and transform small molecules, or to stabilize reactive intermediates [1,2]. One subclass are the metallated container molecules, in which metal ions and clusters are used as both a point of recognition and to give the container a well-defined structure. Such compounds also allow for an interplay of molecular recognition and transition-metal catalysis, and for the construction of more effective enzyme mimics. Of interest to the present work is the ability of metallocavitands to recognize and encapsulate difunctionalised molecules towards stabilising or enhancing the optical and electronic properties of redox-and photo-active compounds within a confined environment set up by two hemispheres.The carboxylate group, RCO 2-, can bind to transition metals in a variety of coordination modes giving rise to complexes of great structural diversity [3]. Current activities focus on the coordination chemistry of polycarboxylate ligands, as these offer great potential in the construction of polynuclear aggregates [4] and extended coordination polymers with micro-and mesoporous structures [5][6][7][8] or catalytic properties [9]. In addition, polycarboxylate ligands are of importance as spin-coupling bridging ligands [10][11][12][13][14][15][16][17] in the rapidly expanding fi eld of molecular magnetism [18, 19]. In this context, an enormous amount of literature has been generated concerning the distance dependence of magnetic exchange interactions between metal atoms linked by extended dicarboxylate ligands. Dinuclear copper complexes bridged by oxalate [20, 21] and terephthalate [22][23][24] dianions form, by far, the largest group of such systems, and it appears that the exchange interactions depend on the M···M distance [25], the relative orientation of the magnetic orbitals [26], and the degree of conjugation of the organic spacer unit [27, 28].

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“…In ferrocenedicarboxylato complexes of sterically less encumbered supporting ligands the carboxylato planes are both coplanar with their parent Cp rings. [41,42] …”

mentioning

confidence: 98%

Dinuclear Amine–Thiophenolate Complexes Coligated by Ferrocenemonocarboxylate and 1,1′‐Ferrocenedicarboxylate Anions: Preparation, Characterization and Structures of Trinuclear [LM^II₂(O₂CC₅H₄FeCp)]⁺ and Pentanuclear [(LM^II₂)₂(O₂CC₅H₄)₂Fe]²⁺ Complexes (M=Co, Ni, Zn)

Lozan

Buchholz

Plass

et al. 2007

Chemistry A European J

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A series of novel tri- and pentanuclear complexes composed of dinuclear LM(2) units (M=Co, Ni, Zn; L=24-membered macrocyclic hexaazadithiophenolate ligand) and ferrocenecarboxylate ([CpFeC(5)H(4)CO(2)](-)) or 1,1'-ferrocenedicarboxylate ([Fe(C(5)H(4)CO(2))(2)](2-)) groups is reported. The complexes [LM(II) (2)(O(2)CC(5)H(4)FeCp)](+) (M=Co (6), Ni (7), Zn (8)) and [(LM(II) (2))(2)(O(2)CC(5)H(4))(2)Fe](2+) (M=Co (9), Ni (10)) have been prepared by substitution reactions from labile [LM(II) (2)L'](+) precursors (L'=Cl, OAc) and the respective ferrocenecarboxylate anions in methanol. Mixed-valent [(LCo(II)Co(III))(2)(O(2)CC(5)H(4))(2)Fe](4+) (11) was prepared by oxidation of 9 with bromine. Complexes 7[BPh(4)], 8[BPh(4)], 9[BPh(4)](2), 10[BPh(4)](2), and 11[ClO(4)](4) have been characterized by X-ray crystallography; showing that the ferrocenyl carboxylates act as bidentate (7, 8) or bis-bidentate (9-11) bridging ligands towards one or two bioctahedral LM(2) subunits, respectively. The structures are retained in solution as indicated by NMR spectroscopic studies on the diamagnetic Zn(2)Fe complex 8[ClO(4)]. Electrochemical studies reveal significant anodic potential shifts for the oxidation potential of the ferrocenyl moieties upon complexation and the magnitude of the potential shift appears to correlate with the charge of the LM(2) subunits. This is qualitatively explained in terms of destabilizing electrostatic (Coulomb) interactions between the M(2+) ions of the LM(2) unit and the proximate ferrocenium fragment. An analysis of the temperature-dependent magnetic susceptibility data for 10[BPh(4)](2) shows the presence of weak ferromagnetic magnetic exchange interactions between the Ni(II) ions in the LNi(2) units. The exchange coupling across the ferrocenedicarboxylate bridge is negligible.

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The crystal and molecular structure of 1,1'-ferrocenedicarboxylic acid (triclinic modification): neutron and X-ray diffraction studies at 78 K and 298 K

Cited by 77 publications

References 13 publications

Metallic macrocycles built-up from ferrocenedicarboxylate and ancillary nitrogen heterocycles: Hydrothermal synthesis, crystal structures and electrochemical properties

Metallic macrocycles built-up from ferrocenedicarboxylate and ancillary nitrogen heterocycles: Hydrothermal synthesis, crystal structures and electrochemical properties

Dinuclear Complexes as Building Blocks for Tetra-Nuclear Macrocyclic Complexes with Dithiolate Macrocyclic Ligand

Dinuclear Amine–Thiophenolate Complexes Coligated by Ferrocenemonocarboxylate and 1,1′‐Ferrocenedicarboxylate Anions: Preparation, Characterization and Structures of Trinuclear [LM^II₂(O₂CC₅H₄FeCp)]⁺ and Pentanuclear [(LM^II₂)₂(O₂CC₅H₄)₂Fe]²⁺ Complexes (M=Co, Ni, Zn)

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The crystal and molecular structure of 1,1'-ferrocenedicarboxylic acid (triclinic modification): neutron and X-ray diffraction studies at 78 K and 298 K

Cited by 77 publications

References 13 publications

Metallic macrocycles built-up from ferrocenedicarboxylate and ancillary nitrogen heterocycles: Hydrothermal synthesis, crystal structures and electrochemical properties

Metallic macrocycles built-up from ferrocenedicarboxylate and ancillary nitrogen heterocycles: Hydrothermal synthesis, crystal structures and electrochemical properties

Dinuclear Complexes as Building Blocks for Tetra-Nuclear Macrocyclic Complexes with Dithiolate Macrocyclic Ligand

Dinuclear Amine–Thiophenolate Complexes Coligated by Ferrocenemonocarboxylate and 1,1′‐Ferrocenedicarboxylate Anions: Preparation, Characterization and Structures of Trinuclear [LMII2(O2CC5H4FeCp)]+ and Pentanuclear [(LMII2)2(O2CC5H4)2Fe]2+ Complexes (M=Co, Ni, Zn)

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Dinuclear Amine–Thiophenolate Complexes Coligated by Ferrocenemonocarboxylate and 1,1′‐Ferrocenedicarboxylate Anions: Preparation, Characterization and Structures of Trinuclear [LM^II₂(O₂CC₅H₄FeCp)]⁺ and Pentanuclear [(LM^II₂)₂(O₂CC₅H₄)₂Fe]²⁺ Complexes (M=Co, Ni, Zn)