Synthesis, crystal structures and electronic properties of Schiff base nickel (II) complexes: Towards solvatochromism induced by a photochromic solute

Akitsu, Takashiro; Einaga, Yasuaki

doi:10.1016/j.poly.2005.06.019

Cited by 95 publications

(31 citation statements)

References 46 publications

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“…Due to their biologically relevant important behaviors, many nickel complexes with Schiff base have been extensively investigated in the past decades [1][2][3]. Forexample, the Schiff base nickel(II)complex with N,O-donor ligands possesses potent inhibitory activity against urease [4].…”

Section: Discussionmentioning

confidence: 99%

Refinement of the crystal structure of bis(N-n-butylsalicylaldiminato- k2N,O)nickel(II), Ni(C11H14NO)2

Mei¹,

Wang²,

Zhang³

2011

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialSalicylaldehyde( 244 mg,2m mol) and n-butylamine (146 mg, 2mmol) were dissolved in an aqueous ethanol solution (10 mL). The mixture was stirred at room temperature for 1htogive aclear yellow solution, which was added to amethanol solution (10 mL) of NiCl 2 × 7H 2 O(512 mg, 2mmol). The mixture was stirred for another 30 min at room temperature to give abrown solution and then filtered. The filtrate was kept in air for 7days, forming dark blue block-shaped crystals. The crystals were isolated and dried in avacuumdesiccatorcontaininganhydrous CaCl 2 (yield 62 %).All reagents and solvents were used as obtained without further purification. Elemental analysis -found: C, 64.00 %; H, 6.92 %; N, 6.61 %; calculated forC 22 H 28 N 2 NiO 2 :C,64.26 %; H, 6.86 %; N, 6.81 %. IR data are available in the CIF file. DiscussionAll Hatoms were placed in geometrically idealized positions and constrained to ride on their parent atomswith d(C-H) =0.93-0.97 Åand U iso (H) =1.2 U eq (carrier) or 1.5 U eq (methyl groups). DiscussionNickel is an important urease-required element. Due to their biologically relevant important behaviors, many nickel complexes with Schiff base have been extensively investigated in the past decades [1][2][3]. Forexample, the Schiff base nickel(II)complex with N,O-donor ligands possesses potent inhibitory activity against urease [4]. Due to their structural and electronic characteristics, bis(salicylaldiminato)nickel(II) complexes, possessing the substituents R and X on the imino and aromatic moieties, have been widely investigated since early 1960s [5,6].I nterestingly, these complexes mayd isplay different structural arrangements, whosestability strongly depends on thesterichindrance of the R groupb ound to thei mino moiety. For example, when R is the linear n-butyl group avery small distortion from planarity is observed [7]. In the title crystal structure with the n-butyl group bound to the imino moiety, the Schiffbase Ni(II) complex has inversion symmetry; Ni(II) lieso nt he center of symmetry (symmetry code: 1-x,2-y,-z)and is four-coordinated by two Natoms and two O atomsf rom two bidentate Schiff base ligands, which affords a square planar trans-

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Section: Discussionmentioning

confidence: 99%

Refinement of the crystal structure of bis(N-n-butylsalicylaldiminato- k2N,O)nickel(II), Ni(C11H14NO)2

Mei¹,

Wang²,

Zhang³

2011

Zeitschrift Für Kristallographie - New Crystal Structures

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“…This is due to their novel structures and potential applications in many fields [1][2][3][4][5]. For example, manganese(III) Schiff base complexes with N,Odonor ligands possess characteristic single-molecule magnet (SMM) behavior [6].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of bis[3,5-dichloro-N-(n-propyl)salicylaldiminato-N,O]nickel(II), Ni(C10H10Cl2NO)2

Dong¹,

Gui²,

Li³

2010

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialAll reagents and solvents were used as obtained without further purification. 3,5-Dichlorosalicylaldehyde (382 mg, 2mmol) and propylamine (118 mg, 2m mol) were dissolved in an ethanol aqueous solution (10 mL). The mixture was stirred at room temperature for 2htogive aclear yellow solution, which was added to am ethanol solution (10 mL) of NiCl 2 · 7H 2 O( 512 mg, 2mmol). The mixture was stirred for another 15 min at room temperature to give ab rown solution and then filtered. The filtrate was kept in air for 7days, forming black prism-like crystals. The crystals were isolated, washed five times with distilled water and dried in avacuum desiccator containing anhydrous CaCl 2 (yield 82 %). Elemental analysis -found: C, 46.00 %; H, 3.96 %; N, 5.21 %; calculated for C 20H20Cl4N2NiO2:C,46.15 %; H, 3.85 %; N, 5.42 %. IR data are available in the CIF. Experimental detailsAll the Hatoms were placed in geometrically idealized positions and constrained to ride on their parent atoms, d(C-H) =0.93 -0.97 Å,and with U iso (H) =1.2 U eq (C) or 1.5 U eq (C methyl ). DiscussionTransition metal complexes of Schiff base ligands have been extensively investigated in the past decades. This is due to their novel structures and potential applications in many fields [1][2][3][4][5]. (2) Å is somewhat shorter than that of 1.298(2) Å observed in the previously reported similar compound [7]. This should be due to steric effects of the propyl moieties and electron withdrawing by Cl-substituents. The bond lengths of Ni1-O1 and Ni1-N1 are 1.839(1) and 1.925(2) Å, respectively.

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“…Therefore, we attempted to apply the hybrid systems [21]- [23] for sensing metal ions by using the intensity of characteristic fluorescence band of Zn(II) complexes. Doping Zn(II) and Cu(II) can be expected to increase or decrease the fluorescence intensity from ion-free SP hybrid systems mentioned above also by quenching mechanism.…”

Section: Applications For Sensing Metal Ionsmentioning

confidence: 99%

“…In addition, we have constructed threecomponent hybrid systems of Schiff base Zn(II) complexes with SP, and Zn(II) or Cu(II) ions in methanol solutions. Moreover, we have also investigated their absorption and fluorescence spectra before and after UV or visible light irradiation to discuss spectral changes of the intensity of fluorescence bands of Zn(II) complexes and/ or SP (MC) by doping Zn(II) or Cu(II) ions in order for metal ion sensing [21]- [23] by concentration of doped metal ions.…”

Section: Introductionmentioning

confidence: 99%

Some Hybrid Systems of Chiral Schiff Base Zn(II) Complexes and Photochromic Spiropyrans for Environmental Ion Sensing

Miura¹,

Onodera²,

Endo³

et al. 2014

AJAC

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This is a review article including our recent results and some previous photo functional hybrid system having potential applications for environmental ion sensing. We have prepared several new and known chiral Schiff base Zn(II) complexes and measured (and also calculated) absorption and fluorescence spectra for sole complexes. After assembling hybrid systems with 1,3,3-trimethylindolino-6'-nitrobenzopyrylospiran (SP) in methanol solutions, we measured spectral changes before and after alternate irradiation of UV and visible light. Intensity of fluorescence spectra for pale yellow Zn(II) complexes (λem = 450 nm, λex = 270 and 360 nm) was quenched by colorless SP (λem = 533 nm, λex = 612 nm). After UV light irradiation to form purple merocyanine (MC), photoisomerization resulted in changes of the intensity of absorption spectra as well as fluorescence spectra. Thus the hybrid systems could successfully act as molecular logic circuit by input (excitation by light) and output (intensity of fluorescence peaks). Moreover, we investigated concentration dependence of doped Zn(II) and Cu(II) ions to confirm quenching of intensity of fluorescence peaks by Zn(II) and Cu(II) MC complexes for metal ion sensing in solutions.

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Synthesis, crystal structures and electronic properties of Schiff base nickel (II) complexes: Towards solvatochromism induced by a photochromic solute

Cited by 95 publications

References 46 publications

Refinement of the crystal structure of bis(N-n-butylsalicylaldiminato- k2N,O)nickel(II), Ni(C11H14NO)2

Refinement of the crystal structure of bis(N-n-butylsalicylaldiminato- k2N,O)nickel(II), Ni(C11H14NO)2

Crystal structure of bis[3,5-dichloro-N-(n-propyl)salicylaldiminato-N,O]nickel(II), Ni(C10H10Cl2NO)2

Some Hybrid Systems of Chiral Schiff Base Zn(II) Complexes and Photochromic Spiropyrans for Environmental Ion Sensing

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