Donor–Acceptor [2]‐ and [3]Catenanes Assembled from Versatile Pre‐Organized Cp*Rh/Ir‐Directed Pseudorotaxane Tectons

Liu, Dong; Lu, Ye; Lin, Yue‐Jian; Jin, Guo‐Xin

doi:10.1002/chem.201904082

Cited by 18 publications

(16 citation statements)

References 40 publications

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“…Inspired by these reports, our group prepared binuclear pseudorotaxanes driven by donor–acceptor interactions between electron-deficient NDI units and the electron-rich crown ether . By subsequent combination with carefully selected bridging ligands, the binuclear pseudorotaxanes, end-capped with bulky Cp*M (M = Rh, Ir) stopper groups, were employed as building blocks for the selective assembly of the [2]- and [3]catenanes (Figure a).…”

Section: Catenanes Based On Pseudorotaxane Segmentsmentioning

confidence: 99%

Coordination-Directed Construction of Molecular Links

et al. 2020

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Since the emergence of the concept of chemical topology, interlocked molecular assemblies have graduated from academic curiosities and poorly defined species to become synthetic realities. Coordination-directed synthesis provides powerful, diverse, and increasingly sophisticated protocols for accessing interlocked molecules. Originally, metal ions were employed solely as templates to gather and position building blocks in entwined or threaded arrangements. Recently, metal centers have increasingly featured within the backbones of the integral structural elements, which in turn use noncovalent interactions to self-assemble into intricate topologies. By outlining ingenious recent examples as well as seminal classic cases, this Review focuses on the role of metal−ligand paradigms in assembling molecular links. In addition, the ever-evolving approaches to efficient assembly, the structural features of the resulting architectures, and their prospects for the future are also presented.

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Section: Catenanes Based On Pseudorotaxane Segmentsmentioning

confidence: 99%

Coordination-Directed Construction of Molecular Links

et al. 2020

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“…12,21,27,33,37,[39][40][41][42][43][44][45][46][47][48][49][50][51] Among these, the studies reported in the literature mostly focus on donor-acceptor-based catenanes in which electron donor and electron acceptor aromatics stack to form a DADA (D ¼ donor, A ¼ acceptor) sequence. 47,[52][53][54][55][56] Of all the possible combinations of four aromatic units stacking in a [2]catenane structure, the alldonor structure has only been reported by Stoddart et al albeit with non-aromatic cores (Scheme 1a). 10 In that report the alldonor catenane was synthesised via a 4e À reduction of a classical DADA [2]catenane.…”

Section: Introductionmentioning

confidence: 99%

Discovery of an all-donor aromatic [2]catenane

et al. 2020

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“…Organometallic macrocycles or rectangles based on coordination-driven self-assembly are promising alternative building blocks for the construction of molecular-interlocked structures. − Thanks to their thermodynamic control and reversible coordination bonds, many complicated interlocked structures have been realized through one-step processes in high yields, including [2]catenanes and linear [3]catenanes. − However, the other side of this coin is that thermodynamic control and reversible coordination bonds also lead to troublesome and unpredictable structural rearrangements that reduce the utility of organometallic macrocycles as building blocks for the construction of more complicated linear catenanes, such as the very rare linear [4]catenanes . Organic macrocycles, which are based on covalent bonds, are relatively stable and rarely rearrange, although the synthesis of catenanes based on organic macrocycles is usually time-consuming and difficult.…”

Section: Introductionmentioning

confidence: 99%

An “All-in-One” Synthetic Strategy for Linear Metalla[4]Catenanes

Liu

Lin

et al. 2021

J. Am. Chem. Soc.

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One fascinating and challenging synthetic target in the field of mechanically interlocked molecules is the family of linear [4]catenanes, which are topologically identical to the logo of automobile maker Audi. Herein, we report an “all-in-one” synthetic strategy for the synthesis of linear metalla[n]catenanes (n = 2–4) by the coordination-driven self-assembly of Cp*Rh-based (Cp* = η5-pentamethylcyclopentadienyl) organometallic rectangle π-donors and tetracationic organic cyclophane π-acceptors. We selected the pyrenyl group as the π-donor unit, leading to homogeneous metalla[2]catenanes and cyclic metalla[3]catenanes via π-stacking interactions. By taking advantage of the strong electrostatic interactions between π-donor units and π-acceptor units, a heterogeneous metalla[2]catenanes and linear metalla[3]catenanes, respectively, could be obtained by the simple stirring of homogeneous metalla[2]catenanes with a suitable tetracationic cyclophane. On this basis, this “all-in-one” synthetic strategy was further used to realize a quantitative one-step synthesis of a linear metalla[4]catenanes via the self-assembly of cyclic metalla[3]catenanes and tetracationic cyclophanes. All heterogeneous metalla[n]catenanes (n = 2–4) were fully characterized by single-crystal X-ray analysis, NMR spectroscopy and electrospray ionization mass spectrometry.

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Donor–Acceptor [2]‐ and [3]Catenanes Assembled from Versatile Pre‐Organized Cp*Rh/Ir‐Directed Pseudorotaxane Tectons

Cited by 18 publications

References 40 publications

Coordination-Directed Construction of Molecular Links

Coordination-Directed Construction of Molecular Links

Discovery of an all-donor aromatic [2]catenane

An “All-in-One” Synthetic Strategy for Linear Metalla[4]Catenanes

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