Synthesis, Spectroscopy, and Magnetic Properties of FeII and CoII Quinoline‐2‐carboxylates − Crystal Structure of trans‐Bis(quinoline‐2‐carboxylato)bis(propanol)iron(<scp>II</scp>)

Dobrzyńska, Danuta; Duczmal, Marek; Jerzykiewicz, Lucjan B.; Warchulska, J.; Drabent, Krzysztof

doi:10.1002/ejic.200300327

Cited by 23 publications

(15 citation statements)

References 39 publications

(40 reference statements)

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“…Its anionic form, abbreviated as quin -, readily forms complexes with many transition metal ions and has, therefore, found use in their quantitative gravimetric determination [10,11]. Structurally characterized complexes with quinaldinate reveal a bidentate chelating manner through pyridine nitrogen and carboxylate oxygen as a prevailing coordination mode [12][13][14][15][16][17][18][19][20][21][22]. Examples of a bridging mode through two or all three donor atoms are not very common [23][24][25][26].…”

Section: Introductionmentioning

confidence: 99%

Beyond the Simple Copper(II) Coordination Chemistry with Quinaldinate and Secondary Amines

2020

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Copper(II) acetate has reacted in methanol with quinaldinic acid (quinoline-2-carboxylic acid) to form [Cu(quin)2(CH3OH)]∙CH3OH (1) (quin− = an anionic form of the acid) with quinaldinates bound in a bidentate chelating manner. In the air, complex 1 gives off methanol and binds water. The conversion was monitored by IR spectroscopy. The aqua complex has shown a facile substitution chemistry with alicyclic secondary amines, pyrrolidine (pyro), and morpholine (morph). trans-[Cu(quin)2(pyro)2] (2) and trans-[Cu(quin)2(morph)2] (4) were obtained in good yields. The morpholine system has produced a by-product, trans-[Cu(en)2(H2O)2](morphCOO)2 (5) (morphCOO− = morphylcarbamate), a result of the copper(II) quinaldinate reaction with ethylenediamine (en), an inherent impurity in morpholine, and the amine reaction with carbon dioxide. (pyroH)[Cu(quin)2Cl] (3) forms on the recrystallization of [Cu(quin)2(pyro)2] from dichloromethane, confirming a reaction between amine and the solvent. Similarly, a homologous amine, piperidine (pipe), and dichloromethane produced (pipeH)[Cu(quin)2Cl] (11). The piperidine system has afforded both mono- and bis-amine complexes, [Cu(quin)2(pipe)] (6) and trans-[Cu(quin)2(pipe)2] (7). The latter also exists in solvated forms, [Cu(quin)2(pipe)2]∙CH3CN (8) and [Cu(quin)2(pipe)2]∙CH3CH2CN (9). Interestingly, only the piperidine system has experienced a reduction of copper(II). The involvement of amine in the reduction was undoubtedly confirmed by identification of a polycyclic piperidine compound 10, 6,13-di(piperidin-1-yl)dodecahydro-2H,6H-7,14-methanodipyrido[1,2-a:1′,2′-e][1,5]diazocine.

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Section: Introductionmentioning

confidence: 99%

Beyond the Simple Copper(II) Coordination Chemistry with Quinaldinate and Secondary Amines

2020

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“…Quinoline-2-carboxylic acid with variously oriented carboxylate group and nitrogen atom, whose coordination modes are very abundant, have widely been utilized to construct complexs [6]. Very recently, it has been shown in the crystals of previously studied quinoline-2-carboxylate complexes that 1D, 2D, and 3D structures appear [7,8]. In this contribution, we have chosen the structurally similar 2,3-quinolinedicarboxylic acid as abridging ligand to construct anew coordination polymer.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of bis(hydrogen 2,3-quinolinedicarboxylato)copper(II), Cu(C11H6NO4)2

Li¹,

Liu²

2010

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialAm ixture of 2,3-quinolinedicarboxylic acid (0.4 mmol, 0.0862 g), 1,2-bis(triazol)ethane (0.1 mmol, 0.0164 g), Cu(OAc) 2 · 4H2O(0.1 mmol, 0.1997 g), NaOH (0.2 mmol, 0.0393 g) and H 2 O(15 ml) was placed in aTeflon-lined stainless steel vessel, heated to 393 Kfor 3days, and then slowly cooled down to room temperature for crystallization. Blue block-shaped crystals of the title compound were obtained. DiscussionCrystal engineering of coordination polymers is avery active research field, the potentiality of these compounds as functional materials as well as their flexibility in aspects such as composition and topology being very appealing [1][2][3][4][5]. It is well known that organic ligands play crucial role in the design and construction of desirable frameworks. Quinoline-2-carboxylic acid with variously oriented carboxylate group and nitrogen atom, whose coordination modes are very abundant, have widely been utilized to construct complexs [6]. Very recently, it has been shown in the crystals of previously studied quinoline-2-carboxylate complexes that 1D, 2D, and 3D structures appear [7,8]. In this contribution, we have chosen the structurally similar 2,3-quinolinedicarboxylic acid as abridging ligand to construct anew coordination polymer.The asymmetric part of the unit cell consists of one Cu(II) ion and two hydrogen 2,3-quinolinedicarboxylate anions. In this complex, copper atom is six-coordinated CuN 2 O 4 in adistorted octahedral manner. The equatorial plane is occupied by two hydrogen 2,3-quinolinedicarboxylate ligands coordinating through the quinoline nitrogen and one oxygen of the deprotonated 2-carboxyl group, with bond lengths of 2.128(2) and 1.903(1) Å,respectively. Two Oatoms from the 3-carboxyl group locate at the axial positions. As expected, at ypical Jahn-Teller distortion is observed with the significantly longer Cu-Ol engths (d(Cu-O3) =2.471(1) Å). The Cu(II) ion is in the basal plane O1-N1-O1A-N1A. Each mononuclear building unit interacts with another four mononuclear units via the coordination of one oxygen of the nonprotonated 3-carboxyl group in quinoline ion, forming at wo-dimensional framework parallel to the (001) plane. The adjacent Cu···Cu atoms are separated by one 2,3-acid connector 7.5667(5) Å.T here exist inter-molecular hydrogen bonds between O2 atoms from the Cu(II) unit and O3 atoms from the adjacent Cu(II) unit (O3-H3···O2 with the bond distance of 2.576(2) Å)forming the 2D network structure.

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“…Quinoline-2-carboxylic acid (Hquin-2-c) is a biological ligand; its role in tryptophan metabolism (Zhou et al, 1989) and some pharmaceutical applications has been reported. The quinoline-2-carboxylate ion usually forms chelates with metal ions (Dobrzyń ska et al, 2004); however, monodentate as well as bridging coordination modes have also been found in some of the metal complexes so far reported: Co II , Fe II (Dobrzyń ska et al, 2004) Cu II (Haendler, 1986), Rh III (Cano et al, 1994), Ga III (Li et al, 1996), Mn II (Dobrzyń ska et al, 2005) and Nd III (Starynowicz, 1990). We report here a new related compound,…”

Section: Commentmentioning

confidence: 99%

trans-Diaquabis(quinoline-2-carboxylato)nickel(II) dimethylformamide disolvate

et al. 2007

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In the title monomeric complex, [Ni(C20H12N2O4)2(H2O)2]·2C3H7NO, the cation lies on a centre of symmetry in a distorted octahedral environment. The organic ligand acts in an O,N‐chelating mode, defining the equatorial plane, while two aqua molecules occupy the axial sites. The molecules bind to each other and to the uncoordinated solvent molecules in layers parallel to (100) through a complex hydrogen‐bonding scheme.

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Synthesis, Spectroscopy, and Magnetic Properties of Fe^II and Co^II Quinoline‐2‐carboxylates − Crystal Structure of trans‐Bis(quinoline‐2‐carboxylato)bis(propanol)iron(II)

Abstract: The new coordination compounds,

Cited by 23 publications

References 39 publications

Beyond the Simple Copper(II) Coordination Chemistry with Quinaldinate and Secondary Amines

Beyond the Simple Copper(II) Coordination Chemistry with Quinaldinate and Secondary Amines

Crystal structure of bis(hydrogen 2,3-quinolinedicarboxylato)copper(II), Cu(C11H6NO4)2

trans-Diaquabis(quinoline-2-carboxylato)nickel(II) dimethylformamide disolvate

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Synthesis, Spectroscopy, and Magnetic Properties of FeII and CoII Quinoline‐2‐carboxylates − Crystal Structure of trans‐Bis(quinoline‐2‐carboxylato)bis(propanol)iron(II)

Abstract: The new coordination compounds,

Cited by 23 publications

References 39 publications

Beyond the Simple Copper(II) Coordination Chemistry with Quinaldinate and Secondary Amines

Beyond the Simple Copper(II) Coordination Chemistry with Quinaldinate and Secondary Amines

Crystal structure of bis(hydrogen 2,3-quinolinedicarboxylato)copper(II), Cu(C11H6NO4)2

trans-Diaquabis(quinoline-2-carboxylato)nickel(II) dimethylformamide disolvate

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Synthesis, Spectroscopy, and Magnetic Properties of Fe^II and Co^II Quinoline‐2‐carboxylates − Crystal Structure of trans‐Bis(quinoline‐2‐carboxylato)bis(propanol)iron(II)