Material Applications for Salen Frameworks

Wezenberg, Sander J.; Kleij, Arjan W.

doi:10.1002/anie.200702468

Cited by 275 publications

(98 citation statements)

References 182 publications

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“…Of various metallopolyimines, those with salen (N,NЈ-disalicylideneethylenediamine) and salphen (N,NЈ-disalicylideneo-phenylenediamine) ligands have a long history and have been used in various functional materials. [8][9][10][11][12][13] In addition, electrolytic polymerization of Ni-salen complexes is interesting methodology for the fabrication of conductive films, although the mechanism of conduction (e.g., by an intrachain or interchain carrier path) is still controversial. [14][15][16] p π -conjugated metallopolysalen and polysalphen compounds requires the preparation and analysis of well-defined oligonuclear complexes.…”

Section: Introductionmentioning

confidence: 99%

Electronic Spectra of Mono‐ and Dinuclear Complexes of Fully π‐Conjugated salphen Ligands Synthesized by Using 2,6‐Dihydroxynaphthalene Carbaldehydes

2009

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A series of mono-and dinuclear zinc(II), copper(II), nickel(II), and iron(III) complexes of novel salphen ligands were synthesized and spectroscopically characterized. The mononuclear ligand (H 2 L 1 ) was synthesized from 2,6-dihydroxynaphthalene-1-carbaldehyde and an o-phenylenediamine; the dinuclear ligand (H 4 L 2 ), which was not isolated, contains a 2,6-dihydroxynaphthalene-1,5-dicarbaldimine linkage that enables extended π-conjugation over two salphen units. By means of a controlled sequence of condensation reactions, the constituents were built into either mono-(

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Section: Introductionmentioning

confidence: 99%

Electronic Spectra of Mono‐ and Dinuclear Complexes of Fully π‐Conjugated salphen Ligands Synthesized by Using 2,6‐Dihydroxynaphthalene Carbaldehydes

2009

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“…42−44 Functional compartments can also be created by substitution of the ligand, allowing the coordination of two different metal ions 22,45−47 and originating macrocycle-type compounds. The latter combination can lead to new properties 48,49 in compounds such as coordination polymers, 50−54 mono-and multimetallic 55−63 complexes or oxide materials. 64−67 Several structural studies were undertaken on bi-or trinuclear mono-or heterometallic Schiff base complexes.…”

Section: ■ Introductionmentioning

confidence: 99%

Threading Salen-type Cu- and Ni-Complexes into One-Dimensional Coordination Polymers: Solution versus Solid State and the Size Effect of the Alkali Metal Ion

Finelli

Hérault

Crochet

et al. 2018

Crystal Growth & Design

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Compartmentalization of metal ions is crucial in biology as well as in materials science. For the synthesis of single source precursors, the preorganization of different metal ions is of particular interest for the lowtemperature generation of mixed metal oxides. On the basis of a potentially Ω-shaped salen-type ligand providing an N 2 O 2 as well as an O 2 O 2 coordination site, mixed metal coordination compounds with Cu(II) or Ni(II) and alkali metal ions have been studied for their structural and optical properties. UV− vis and 1 H NMR titrations show that the obtained compounds adopt partially different structures in solution compared to the solid state. In the latter case, the coordination geometry is mainly governed by the size of the alkali metal ion as well as the transition metal ion used. ■ INTRODUCTIONThe precise arrangement and compartmentalization of metal ions are important both in biology as well as in materials science.1−5 Siderophores such as iron chelators produced by microbes are for example prototypes for metal specific uptaking agents. These could be used in industrial or environmental cleanup processes to selectively extract metal ions.6 Artificial systems such as salen (N,N′-disalicylidene-ethylenediamine) and its derivatives are commonly employed as versatile chelate ligands in coordination chemistry and obtained by a straightforward condensation reaction. 7 Containing two Schiff base 8 coordinating moieties, this family of ligands is able to bind to transition-metal ions in a tetradentate fashion forming stable complexes through its N 2 O 2 site. Furthermore, they represent versatile ligands type thanks to their tunable design. Several structural studies were undertaken on bi-or trinuclear mono-or heterometallic Schiff base complexes. 33−37Interesting trinuclear structures of Zn-salen based complexes were reported in Cai's work, by tuning the counterions, the solvent, or the reaction conditions. 68 A structural description of a binuclear Zn complex able to undergo transmetalation as well as polynuclear salen compounds was presented by Kleij and coworkers. 69,70 On the basis of salen-type ligands, Nabeshima et al. have described multiple-metal containing host−guest complexes using transmetalation reactions to incorporate the guest ions. 22,71 These ligands can adopt, depending on the ionic radius of the metal ions, a helical conformation in solution. 72,73 They also reported the first efficient and selective introduction of three different metal ions into one ligand under thermodynamic control. 4 While numerous transition metal ions were widely employed along with the salen-derived ligands for multiple purposes, the series with alkali metal ions remain however not entirely investigated. 21,74,75 Previous tests to use alkali ions as guests in larger H 2 L salen-type ligands using also transmetalation were unsuccessful.72 While a recent publication by the Nabeshima group deals with the formation of alkali metal ion complexes with macrocyclic ligands in solution, no 1

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“…As one of the possible candidates of dynamic helical complexes, we designed metal complexes having a series of acyclic oligo(salen)-type ligands (H 2 salen = N,N'-disalicylideneethylenediamine) ( Figure 5a) [25][26][27][28][29][30], while there are several types of related helical structures based on monomeric [31][32][33][34][35][36][37][38][39][40][41], dimeric [42,43] and polymeric [44][45][46] salen-type ligands. We employed salamo derivatives, the oxime analog of salen, as the constituent of the oligomers (H 2 salamo = 1,2-bis(salicylideneaminooxy)ethane) [47,48].…”

Section: Molecular Designmentioning

confidence: 99%

Dynamic Helicity Control of Oligo(salamo)-Based Metal Helicates

Akine

2018

Inorganics

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Much attention has recently focused on helical structures that can change their helicity in response to external stimuli. The requirements for the invertible helical structures are a dynamic feature and well-defined structures. In this context, helical metal complexes with a labile coordination sphere have a great advantage. There are several types of dynamic helicity controls, including the responsive helicity inversion. In this review article, dynamic helical structures based on oligo(salamo) metal complexes are described as one of the possible designs. The introduction of chiral carboxylate ions into Zn 3 La tetranuclear structures as an additive is effective to control the P/M ratio of the helix. The dynamic helicity inversion can be achieved by chemical modification, such as protonation/deprotonation or desilylation with fluoride ion. When (S)-2-hydroxypropyl groups are introduced into the oligo(salamo) ligand, the helicity of the resultant complexes is sensitively influenced by the metal ions. The replacement of the metal ions based on the affinity trend resulted in a sequential multistep helicity inversion. Chiral salen derivatives are also effective to bias the helicity; by incorporating the gauche/anti transformation of a 1,2-disubstituted ethylene unit, a fully predictable helicity inversion system was achieved, in which the helicity can be controlled by the molecular lengths of the diammonium guests.

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Material Applications for Salen Frameworks

Cited by 275 publications

References 182 publications

Electronic Spectra of Mono‐ and Dinuclear Complexes of Fully π‐Conjugated salphen Ligands Synthesized by Using 2,6‐Dihydroxynaphthalene Carbaldehydes

Electronic Spectra of Mono‐ and Dinuclear Complexes of Fully π‐Conjugated salphen Ligands Synthesized by Using 2,6‐Dihydroxynaphthalene Carbaldehydes

Threading Salen-type Cu- and Ni-Complexes into One-Dimensional Coordination Polymers: Solution versus Solid State and the Size Effect of the Alkali Metal Ion

Dynamic Helicity Control of Oligo(salamo)-Based Metal Helicates

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