Organic Building Blocks for Molecular Engineering

Lincke, Kasper; Nielsen, Mogens Brøndsted

doi:10.1002/9781118736449.ch2

Cited by 3 publications

(1 citation statement)

References 93 publications

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“…Despite numerous studies dealing with the synthesis of TTF-based derivatives and TTF-based ligands, , the preparation of discrete self-assembled architectures from a TTF backbone remains relatively unexplored. Recently, we introduced the first metallacycles and -cages built from side panels incorporating TTF moieties, , namely, bispyrollo(tetrathiafulvalene) (BPTTF) and the so-called extended-tetrathiafulvalene (exTTF).…”

Section: Introductionmentioning

confidence: 99%

Electron-Rich Arene–Ruthenium Metalla-architectures Incorporating Tetrapyridyl–Tetrathiafulvene Donor Moieties

et al. 2014

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A series of arene ruthenium architectures have been prepared from coordination-driven self-assembly using dinuclear p-cymene ruthenium acceptors and π-donating tetratopic tetrapyridyl−tetrathiafulvalene donor ligands. The synthetic strategy, based on a geometric interaction approach, leads to four electroactive metalla-assemblies, 1−4 (one molecular cube and three metallaplates), that were characterized by NMR, ESI-MS, X-ray diffraction, and cyclic voltammetry. Rationalization of their formation discrepancy was completed by DFT calculations supported by structural features of their constituting TTF and Ru-complex components. Metalla-architectures possessing electron-rich cores (3, cis-4, and trans-4) interact strongly with picric acid (PA) to yield cocrystallized products, PA + metalla-assemblies, confirmed by single-crystal X-ray structure analyses.

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Section: Introductionmentioning

confidence: 99%

Electron-Rich Arene–Ruthenium Metalla-architectures Incorporating Tetrapyridyl–Tetrathiafulvene Donor Moieties

et al. 2014

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Self‐Assembled Cages from the Electroactive Bis(pyrrolo)tetrathiafulvalene (BPTTF) Building Block

et al. 2014

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Keywords:Cage compounds / Self-assembly / Platinum / Conjugation / Redox chemistry A family of di-and tetratopic redox-active ligands designed to generate discrete self-assembled metallacages is described, including UV/Vis spectrometry and cyclic voltammetry studies, X-ray diffraction on single crystals, and DFT calculations. A significant degree of conjugation between the π-donating bis(pyrrolo)tetrathiafulvalene (BPTTF) and the electron-withdrawing coordinating pyridyl units is observed. The tetrapyridyl ligand is able to self-assemble in the pres-

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Tetrathiafulvalene‐Based Phenanthroline Ligands: Synthesis, Crystal Structures, and Electronic Properties

et al. 2014

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The synthesis and full characterization of three tetrathiafulvalene‐based phenanthroline ligands, namely, N‐(1,10‐phenanthrol‐5‐yl)‐6,7‐(ethylenedithio)tetrathiafulvalene‐2‐carboxamide (1), 2‐[(1,10‐phenanthrol‐5‐yl)aminocarbonylmethylthio]‐3,6,7‐tris(methylsulfanyl)tetrathiafulvalene (2), and 2‐[(1,10‐phenanthrol‐5‐yl)iminomethyl]tetrathiafulvalene (3), are described. The electronic absorption properties and the electrochemical behavior of the three ligands have been studied. The UV/Vis absorption spectra of these compounds have been rationalized by time‐dependent DFT (TD‐DFT) calculations, and the single‐crystal X‐ray structures of 2 and 3 have been determined. The binding properties of these multifunctional systems for various transition metal ions (Ni2+, Zn2+, Cd2+, and Fe2+) have been analyzed in solution by cyclic voltammetry and UV/Vis spectroscopy. The results show that these ligands are suitable candidates for the preparation of electroactive metal complexes and radical cation salts.

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Organic Building Blocks for Molecular Engineering

Cited by 3 publications

References 93 publications

Electron-Rich Arene–Ruthenium Metalla-architectures Incorporating Tetrapyridyl–Tetrathiafulvene Donor Moieties

Electron-Rich Arene–Ruthenium Metalla-architectures Incorporating Tetrapyridyl–Tetrathiafulvene Donor Moieties

Self‐Assembled Cages from the Electroactive Bis(pyrrolo)tetrathiafulvalene (BPTTF) Building Block

Tetrathiafulvalene‐Based Phenanthroline Ligands: Synthesis, Crystal Structures, and Electronic Properties

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