Influence of topology on the gelation behavior of coordination polymers prepared via ROMP of macrocyclic olefins

Albano, Simone; Fantozzi, Alessio; Berrocal, José Augusto; Stefano, Stefano Di

doi:10.1002/pola.28488

Cited by 4 publications

(2 citation statements)

References 32 publications

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“…It is important to point out that when performing the first step using trimethylorthoacetate instead of trimethylorthoformate, followed by thermal cyclization/decarboxylation, tetrasubstituted 2,9-dimethyl-4,7-dihydroxy-1,10-phenanthroline 157 is obtained. This synthon is further transformed and used in the field of coordination gel polymers, can possess potential G-quadruplex stabilizing effects when further derivatized, or can be used as a ligand in the nickel-catalyzed allyl-alkyl coupling reaction . This molecule can be further used to build a Cu(I) supramolecular gel-like material, used to form colored Cu(I) complexes that have applications in solution-processed OLED, or used after further transformation as a radiotracer of actinides(III) and lanthanides(III) .…”

Section: Convergent Synthetic Pathwaysmentioning

confidence: 99%

Fifty Shades of Phenanthroline: Synthesis Strategies to Functionalize 1,10-Phenanthroline in All Positions

Queffélec,

Pati,

Pellegrin

2024

Chem. Rev.

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1,10-Phenanthroline (phen) is one of the most popular ligands ever used in coordination chemistry due to its strong affinity for a wide range of metals with various oxidation states. Its polyaromatic structure provides robustness and rigidity, leading to intriguing features in numerous fields (luminescent coordination scaffolds, catalysis, supramolecular chemistry, sensors, theranostics, etc.). Importantly, phen offers eight distinct positions for functional groups to be attached, showcasing remarkable versatility for such a simple ligand. As a result, phen has become a landmark molecule for coordination chemists, serving as a must-use ligand and a versatile platform for designing polyfunctional arrays. The extensive use of substituted phenanthroline ligands with different metal ions has resulted in a diverse array of complexes tailored for numerous applications. For instance, these complexes have been utilized as sensitizers in dye-sensitized solar cells, as luminescent probes modified with antibodies for biomaterials, and in the creation of elegant supramolecular architectures like rotaxanes and catenanes, exemplified by Sauvage’s Nobel Prize-winning work in 2016. In summary, phen has found applications in almost every facet of chemistry. An intriguing aspect of phen is the specific reactivity of each pair of carbon atoms ([2,9], [3,8], [4,7], and [5,6]), enabling the functionalization of each pair with different groups and leading to polyfunctional arrays. Furthermore, it is possible to differentiate each position in these pairs, resulting in non-symmetrical systems with tremendous versatility. In this Review, the authors aim to compile and categorize existing synthetic strategies for the stepwise polyfunctionalization of phen in various positions. This comprehensive toolbox will aid coordination chemists in designing virtually any polyfunctional ligand. The survey will encompass seminal work from the 1950s to the present day. The scope of the Review will be limited to 1,10-phenanthroline, excluding ligands with more intracyclic heteroatoms or fused aromatic cycles. Overall, the primary goal of this Review is to highlight both old and recent synthetic strategies that find applicability in the mentioned applications. By doing so, the authors hope to establish a first reference for phenanthroline synthesis, covering all possible positions on the backbone, and hope to inspire all concerned chemists to devise new strategies that have not yet been explored.

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Section: Convergent Synthetic Pathwaysmentioning

confidence: 99%

Fifty Shades of Phenanthroline: Synthesis Strategies to Functionalize 1,10-Phenanthroline in All Positions

Queffélec,

Pati,

Pellegrin

2024

Chem. Rev.

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“…An interlocked compound often displays properties that are not shared with an unentangled molecule. For example, mechanically entangled polymers display markedly different rheological properties compared to their non-interlocked counterparts 13 – 15 , and molecular knot complexes with transition metals can have far more elaborated second coordination spheres than their unentangled analogs 16 . Brønsted basicity, one of the main chemical properties that can be tuned by molecular entanglement, is the focus of this present Review.…”

Section: Introductionmentioning

confidence: 99%

Molecular entanglement can strongly increase basicity

Capocasa,

Frateloreto,

Valentini

et al. 2024

Commun Chem

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Brønsted basicity is a fundamental chemical property featured by several kinds of inorganic and organic compounds. In this Review, we treat a particularly high basicity resulting from the mechanical entanglement involving two or more molecular subunits in catenanes and rotaxanes. Such entanglement allows a number of basic sites to be in close proximity with each other, highly increasing the proton affinity in comparison with the corresponding, non-entangled counterparts up to obtain superbases, properly defined as mechanically interlocked superbases. In the following pages, the development of this kind of superbases will be described with a historical perusal, starting from the initial, serendipitous findings up to the most recent reports where the strong basic property of entangled molecular units is the object of a rational design.

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The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2017

Herndon

2018

Coordination Chemistry Reviews

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Influence of topology on the gelation behavior of coordination polymers prepared via ROMP of macrocyclic olefins

Cited by 4 publications

References 32 publications

Fifty Shades of Phenanthroline: Synthesis Strategies to Functionalize 1,10-Phenanthroline in All Positions

Fifty Shades of Phenanthroline: Synthesis Strategies to Functionalize 1,10-Phenanthroline in All Positions

Molecular entanglement can strongly increase basicity

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2017

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