Construction of Alkynylplatinum(II) Bzimpy‐Functionalized Metallacycles and Their Hierarchical Self‐Assembly Behavior in Solution Promoted by Pt⋅⋅⋅Pt and π–π Interactions

Jiang, Bo; Zhang, Jing; Zheng, Wei; Chen, Li Jun; Yin, Guang‐Qiang; Wang, Yu-Xuan; Sun, Bin; Li, Xiaopeng; Yang, Hai‐Bo

doi:10.1002/chem.201601682

Cited by 33 publications

(18 citation statements)

References 105 publications

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“…By combining π–π stacking and metal–ligand interactions, Yang and co-workers recently demonstrated the HAS of a metallacycle 16 16 and a metallacage 17 17 functionalized with alkynylplatinum(II) 2,6-bis(benzimidazol-2′-yl)pyridine (bzimpy) moieties (Figure 4A–C). These SCCs formed yellow metallogels (critical gelator concentration (CGC) = 7.2 and 7.5 mg mL −1 for 16 (Figure 4B) and17 (Figure 4C), respectively) at room temperature without the aid of a conventional heating–cooling method.…”

Section: Hierarchical Self-assemblies Constructed Via Dual Orthogonalmentioning

confidence: 99%

Hierarchical Assemblies of Supramolecular Coordination Complexes

2018

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Hierarchical self-assembly (HAS) is a multilevel organization process that first assembles elementary molecular units into ordered secondary structures via noncovalent interactions, which further act as the building blocks to form more complex multifunctional superstructures at the next level(s). The HAS strategy has been used as a versatile method for the preparation of soft-matter nanoarchitectures of defined size and morphologies, tunable luminescence, and biological importance. However, such preparation can be greatly simplified if well-defined dynamic structures are employed as the cores that upon linking form the desired nanoarchitectures. Discrete supramolecular coordination complexes (SCCs) with well-defined shapes, sizes, and internal cavities have been widely employed to construct hierarchical systems with functional diversity. This Account summarizes the prevailing strategies used in recent years in the preparation of SCC-based HASs and illustrates how the combination of dynamic metal-ligand coordination with other interactions was used to obtain hierarchical systems with interesting properties. HASs with dual orthogonal interactions involving coordination-driven self-assembly and hydrogen bonding/host-guest interaction generally result in robust and flexible supramolecular gels. Likewise, hybridization of SCCs with a suitable dynamic covalent network via a hierarchical strategy is useful to prepare materials with self-healing properties. The intrinsic positive charges of the SCCs also make them suitable precursors for the construction of HASs via electrostatic interactions with negatively charged biological/abiological molecules. Furthermore, the interplay between the hydrophilic and lipophilic characters of HASs by varying the number and spacial orientation of alkyl/oxyethylene chains of the SCC is a simple yet controllable approach to prepare ordered and tunable nanostructures. Certain SCC-cored hierarchical systems exhibit reversible polymorphism, typically between micellar, nanofiber, and vesicular phases, in response to various external perturbations: heat, photoirradiation, pH-variance, redox-active agents, etc. At the same time, multiple noncovalent interaction mediated HASs are growing in numbers and are promising candidates for obtaining functionally diverse materials. The photophysical properties of SCC-based HASs have been used in many analytical applications. For example, embedding tetraphenylethene (TPE)-based pyridyl ligands within metallo-supramolecular structures partially restricts the molecular rotations of its phenyl rings, endowing the resultant SCCs with weak emissions. Further aggregation of such HASs in suitable solvents results in a marked enhancement in emission intensity along with quantum yields. They act as sensitive sensors for different analytes, including pathogens, drugs, etc. HASs are also useful to develop multidrug systems with cooperative chemotherapeutic effects. Hence, the use of HASs with theranostic SCCs combining cell-imaging agents and chemotherapeutic scaffol...

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Section: Hierarchical Self-assemblies Constructed Via Dual Orthogonalmentioning

confidence: 99%

Hierarchical Assemblies of Supramolecular Coordination Complexes

2018

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“…The versatility and the high ability of benzimidazole derivatives to assemble are here demonstrated [4][5][6]. Through the controlled coordination to metal cations, that is, Pd(II), it is possible to self-assemble macrocyclic containers that mimic β-CD [21].…”

Section: Assembly Into Cyclodextrin-like Architecturesmentioning

confidence: 91%

“…Metalogel Metal-metal, hydrophobic interactions 2,6-Bis(benzimidazol-2′-yl)pyridine Nanocontainer for small molecules [4][5][6] Macrocycles Anion binding coordination N-methylbenzimidazole Tautomer switch [7] Coordination polymer…”

Section: Ligand Application Referencementioning

confidence: 99%

“…In this chapter, we show different approaches that are currently utilized for the controlled assembly of benzimidazole and its derivatives for the formation of large and ordered structures. Derivatives of imidazole are specifically designed for the assembly into structures with diverse size and morphology [4]. We will go through the methodologies that allow the fabrication of isolated crystals, metal-coordinated polymers, metal-organic frameworks, helical structures, smart nanocontainers, and advanced structures such as microflowers or nanowires.…”

Section: Ligand Application Referencementioning

confidence: 99%

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Supramolecular Assembly of Benzimidazole Derivatives and Applications

Beloqui¹

2019

Chemistry and Applications of Benzimidazole and Its Derivatives

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Herein, we focus on the chemical and physical properties of benzimidazole and its derivatives used for the synthesis of supramolecular materials. The design and modification of benzimidazole opens the scope of the diversity of structures (different sizes and morphologies) that can be built. The synthesized materials include not only small coordination complexes but also isolated crystals, metal-organic frameworks, metal-coordination polymers, smart nanocontainers, and more advanced macrostructures such as microflowers and nanowires. These supramolecular structures are based on noncovalent interactions, mostly on metal coordination chemistry and π-π stacking interactions. Moreover, the same molecule, due to its chemical structure, can undergo both sorts of interactions in order to induce the self-assembly into supramolecular materials. In this process, as it is shown in this chapter, the conditions used for the assembly determine the final structure and morphology of the fabricated macromolecule. Finally, we show most recent applications of these materials in the field of sensing, photoluminescence, fuel cell, and fabrication of new nanostructures.

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“…Gels are soft‐viscoelastic 3D scaffolds materialized through the self‐assembly of molecules by immobilizing high throughput of trapped solvent (both organic and aqueous) via different supramolecular non‐covalent intermolecular interactions like solvo‐phobic, ionic, hydrogen bonding, halogen bonding, aryl moiety based stacking features, van der Waals, etc Low‐molecular‐weight gelators (LMWGs), a special type small molecules having molecular mass of typically less than 3000, are brilliantly potent to immobilize solvents to get chemical constituents‐based semi‐solid 3D gel materials . Literary, LMWGs based gelation process basically offers supramolecular gel materials full of inter‐connected non‐covalent facets .…”

Section: Introductionmentioning

confidence: 99%

A Supramolecular Gel of Oxalic Acid‐Monoethanolamine for Potential Schottky Barrier Diode Application

et al. 2019

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A functional supramolecular gel of oxalic acid and monoethanolamine (OXMEA) has been achieved through direct instant mixing of N,N-dimethyl formamide (DMF) solution of oxalic acid and pure monoethanolamine at room temperature under ambient condition. The rheological analysis established the viscoelastic semi-solid type nature of mechanically stable OXMEA supramolecular gel. The morphological pattern, imaged through field emission scanning electron microscopic investigation, explores the bean-seed like hierarchical architecture of the gel network. The semiconducting property of the gel was verified from band gap energy and conductivity estimation. The electrical charge transport property was also analyzed in the form of OXMEA gel based metal-semiconductor junction thin film device. The obtained nonlinear current-voltage characteristics of the device signify Schottky barrier diode nature of the synthesized gel. Overall, this work has been proof of development of semiconducting electronic device by OXMEA gel based gel medium.

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Construction of Alkynylplatinum(II) Bzimpy‐Functionalized Metallacycles and Their Hierarchical Self‐Assembly Behavior in Solution Promoted by Pt⋅⋅⋅Pt and π–π Interactions

Cited by 33 publications

References 105 publications

Hierarchical Assemblies of Supramolecular Coordination Complexes

Hierarchical Assemblies of Supramolecular Coordination Complexes

Supramolecular Assembly of Benzimidazole Derivatives and Applications

A Supramolecular Gel of Oxalic Acid‐Monoethanolamine for Potential Schottky Barrier Diode Application

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