Boronate Ester‐Capped Helicates

Giraldi, Erica; Depallens, Adrien B.; Ortiz, Daniel; Fadaei‐Tirani, Farzaneh; Scopelliti, Rosario; Severin, Kay

doi:10.1002/chem.202001392

Cited by 5 publications

(4 citation statements)

References 77 publications

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“…We recently described first attempts to integrate compounds of type B into more complex molecular architectures. In particular, we have shown that dinuclear complexes with a helicate-like structure can be obtained when ditopic bispyridyloxime ligands were employed instead of simple pyridyloximes . However, there was no information on whether the helicates were formed under kinetic or (partial) thermodynamic control.…”

Section: Resultsmentioning

confidence: 99%

Metal-Stabilized Boronate Ester Cages

et al. 2021

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Molecular cages with arylboronate ester caps at the vertices are described. The cages were obtained by metal-templated polycondensation reactions of a tris(2-formylpyridine oxime) ligand with arylboronic acids. Suited templates are triflate or triflimide salts of Zn II , Fe II , Co II , or Mn II . In the products, the metal ions are coordinated internally to the pyridyl and oximato N atoms adjacent to the boronate ester, resulting in an improved hydrolytic stability of the latter. It is possible to decorate the cages with cyano or aldehyde groups using functionalized arylboronic acids. The aldehyde groups allow for a postsynthetic modification of the cages via an imine bond formation.

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Section: Resultsmentioning

confidence: 99%

Metal-Stabilized Boronate Ester Cages

et al. 2021

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“…Ligands A and B are both robust enough to be used for the synthesis of MOFs . Recently, we have reported the synthesis of ligand C , which can be described as a capped helicate . The carboxylic acid groups in C are approximately 2.6 nm apart from each other (O 2 C···C′O 2 distance), which is substantially longer than what is found for metalloligands based on tetraphenylporphyrins (∼1.9 nm) .…”

Section: Introductionmentioning

confidence: 96%

“…8 Recently, we have reported the synthesis of ligand C, which can be described as a capped helicate. 10 The carboxylic acid groups in C are approximately 2.6 nm apart from each other (O 2 C••• C′O 2 distance), which is substantially longer than what is found for metalloligands based on tetraphenylporphyrins (∼1.9 nm). 11 However, the positive charge of C compromises its ability to form charge-neutral assemblies.…”

Section: ■ Introductionmentioning

confidence: 99%

Two-Step Synthesis of Linear and Bent Dicarboxylic Acid Metalloligands with Lengths of up to 3 nm

et al. 2020

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Nanometer-sized polycarboxylate ligands are interesting building blocks for metallasupramolecular chemistry, but access to these compounds is often limited by complicated synthetic pathways. Here, we describe a simple two-step protocol, which allows preparing linear and bent dicarboxylate ligands with lengths of up to 3 nm from commercially available compounds. The ligands are prepared by iron-templated polycondensation reactions involving arylboronic acids and nioxime. The final products contain two iron clathrochelate complexes and two terminal carboxyphenylene groups. To demonstrate that the new ligands are suitable for the construction of more complex molecular nanostructures, we have prepared a Cu-based metal−organic polyhedron, which represents the largest M 4 L 4 cage described so far.

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“…Currently, there are a few examples of dinuclear metalloligands [ 20 , 21 , 22 ], as well as helical metalloligands [ 26 ]. However, to the best of our knowledge, no dinuclear triple helicate metalloligands have so far been incorporated in the synthesis of larger supramolecular architectures, though potential candidates have been identified [ 27 ].…”

Section: Introductionmentioning

confidence: 99%

Investigating the Conformations of a Family of [M2L3]4+ Helicates Using Single Crystal X-ray Diffraction

et al. 2023

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We present five new dinuclear triple helicate compounds of types [Mn2L3](ClO4)4, [Co2L3](BF4)4, [Ni2L3](BF4)4, [Cu2L3](BF4)4, and [Zn2L3](BF4)4, where L is a previously reported semi-rigid ligand incorporating two α-diimine primary donor groups and two secondary 4-pyridyl donor groups. All complexes have been characterized in both solution and the solid state. Single crystal X-ray diffraction studies were used to probe the variation in the respective helical structures as the coordinated metal ion was altered, including the effect on the orientations of the secondary binding domains. The influence of the metal ion size, the spin state in the case of Fe(II), and the presence of Jahn-Teller distortions on the overall helical structure has been investigated. These results form a basis for the design and construction of new large metallosupramolecular architectures which manifest properties associated with the constituent helical metalloligand units.

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Boronate Ester‐Capped Helicates

Cited by 5 publications

References 77 publications

Metal-Stabilized Boronate Ester Cages

Metal-Stabilized Boronate Ester Cages

Two-Step Synthesis of Linear and Bent Dicarboxylic Acid Metalloligands with Lengths of up to 3 nm

Investigating the Conformations of a Family of [M2L3]4+ Helicates Using Single Crystal X-ray Diffraction

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