Precise Molecular Fission and Fusion: Quantitative Self‐Assembly and Chemistry of a Metallo‐Cuboctahedron

Xie, Ting‐Zheng; Guo, Kai; Guo, Zaihong; Gao, Wen; Wojtas, Łukasz; Ning, Guo‐Hong; Huang, Mingjun; Lu, Xiaocun; Li, Jing‐Yi; Liao, Shengyun; Chen, Yu‐Sheng; Moorefield, Charles N.; Saunders, Mary Jane; Cheng, Stephen Z. D.; Wesdemiotis, Chrys; Newkome, George R.

doi:10.1002/anie.201503609

Cited by 97 publications

(79 citation statements)

References 43 publications

(31 reference statements)

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“…Currently, one of the most popular applications of these type of tpy complexes is in the formation of metallo-supramolecular structures by effectively using {M(tpy) 2 } as an dynamic linker for linear geometry [13,[37][38][39][40]. Over the past two decades, interesting 2D and 3D supramolecular structures have been reported based on this {M(tpy) 2 } linkage strategy [41][42][43][44][45][46][47][48][49][50][51]. Compared to other linear supramolecular linker, such as organoplatinium, the "closed-shell" {M(tpy) 2 } offers an improved structural stability and coordination reliability, which makes it a popular motif in metallosupramolecular research.…”

Section: Introductionmentioning

confidence: 99%

Terpyridine-metal complexes: Applications in catalysis and supramolecular chemistry

Wei

Shi

et al. 2019

Coordination Chemistry Reviews

184

121

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As an NNN-tridentate ligand, the 2,2':6',2"-terpyridine plays an important role in coordination chemistry. With three coordination sites and low LUMO, terpyridine and its derivatives are one of the typical Pincer ligand and/or non-innocent ligands in transition metal catalysis. Interesting catalytic reactivities have been obtained with these tpy-metal complexes targeting some challenging transformations, such as CC bond formation and hydrofunctionalization. On the other hand, terpyridine ligands can form "closed-shell" octahedral complexes, which provide a linear and stable linkage in supramolecular chemistry. Numerous supramolecular architectures have been achieved using modified terpyridine ligands including Sierpiński triangles, hexagonal gasket and supramolecular rosettes. This review presents a summary of recent progress regarding transition metal-terpyridine complexes with the focus on their applications in catalysis and supramolecular structure construction. Facile synthesis of terpyridine derivatives is also described. We hope this article can serve to provide some general perspectives of the terpyridine ligand and their applications in coordination chemistry.

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Section: Introductionmentioning

confidence: 99%

Terpyridine-metal complexes: Applications in catalysis and supramolecular chemistry

Wei

Shi

et al. 2019

Coordination Chemistry Reviews

184

121

View full text Add to dashboard Cite

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“…In this study, we report the design and synthesis of three generations of AIE-active ligands with full conjugation of TPE with 2,2′:6′,2″-terpyridine (TPY) 42 , 43 , which is weakly luminescent ( Φ em = 3 × 10 −3 ) and becoming increasingly popular in metallo-supramolecular chemistry for the self-assembly of coordination polymers and discrete supramolecular architectures 44 – 47 . The larger conjugation and bulky size of the TPY substituents result in the intramolecular rotations partially restricted even in solution, and thus lead to emission in both solution and aggregation states.…”

Section: Introductionmentioning

confidence: 99%

Self-assembly of emissive supramolecular rosettes with increasing complexity using multitopic terpyridine ligands

et al. 2018

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Coordination-driven self-assembly has emerged as a powerful bottom-up approach to construct various supramolecular architectures with increasing complexity and functionality. Tetraphenylethylene (TPE) has been incorporated into metallo-supramolecules to build luminescent materials based on aggregation-induced emission. We herein report three generations of ligands with full conjugation of TPE with 2,2′:6′,2″-terpyridine (TPY) to construct emissive materials. Due to the bulky size of TPY substituents, the intramolecular rotations of ligands are partially restricted even in dilute solution, thus leading to emission in both solution and aggregation states. Furthermore, TPE-TPY ligands are assembled with Cd (II) to introduce additional restriction of intramolecular rotation and immobilize fluorophores into rosette-like metallo-supramolecules ranging from generation 1-3 (G1−G3). More importantly, the fluorescent behavior of TPE-TPY ligands is preserved in these rosettes, which display tunable emissive properties with respect to different generations, particularly, pure white-light emission for G2.

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“…Next, we examined regioselective bromination of 5 a and 6 . The electrophilic aromatic substitution (EAS) of 5 a , using bromine with catalytic quantities of iron, led to the formation of 7 in rather disappointing <10 % yield. On the contrary, a slow addition of neat bromine to 6 gave pentabromo‐bicyclic 7 in 65 % yield with purification requiring a quick filtration of the reaction's product.…”

Section: Resultsmentioning

confidence: 99%

A Hexavalent Basket for Bottom‐Up Construction of Functional Soft Materials and Polyvalent Drugs through a “Click” Reaction

Neal

Wang

Liu

et al. 2018

Chemistry A European J

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Inspired by polyvalency and its prevalence in nature, we developed an efficient synthetic route for accessing al arge variety of multivalent and dual-cavity baskets from inexpensive and abundant startingm aterials. First, the cycloaddition of vinyl acetate to anthracene was optimized to, upon hydrolysis, give dibenzobarrelene derivative 6, which after five functional group transformations and then cyclotrimerization gave heptiptycene dodecaester 4 in an overall 17 %y ield. Following that, compound 4 was converted into D 3h symmetric 1,c omposed of two fused cavitands each holding three terminal alkynesa tt he rim for conjugation to functional molecules using the highlye fficient CuAAC reaction. To survey the reactivity of hexavalent 1,w e "clicked" 2-acetamido-2-deoxy-b-d-glucopyranosyl azide 3,4,6-triacetate (carbohydrate), methoxypolyethylene glycol azide (PEG, M n = 2000; polymer) and benzyl azide (aromatic) to obtain hexavalent conjugates 12-14 in 50-79 %y ields. In summary,d ual-cavity 1 is an accessible, structurally-unique and hexavalent host that can be "clicked" to av ariety of functional molecules for (a) combinatorial lead identification of drugs, (b) preparation of hierarchical soft materials and (c) design of selectivec hemosensors, scavengers, or supramolecular catalysts.

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Precise Molecular Fission and Fusion: Quantitative Self‐Assembly and Chemistry of a Metallo‐Cuboctahedron

Cited by 97 publications

References 43 publications

Terpyridine-metal complexes: Applications in catalysis and supramolecular chemistry

Terpyridine-metal complexes: Applications in catalysis and supramolecular chemistry

Self-assembly of emissive supramolecular rosettes with increasing complexity using multitopic terpyridine ligands

A Hexavalent Basket for Bottom‐Up Construction of Functional Soft Materials and Polyvalent Drugs through a “Click” Reaction

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