Stereoselective Synthesis of Coordination Compounds: Self-Assembly of a Polymeric Double Helix with Controlled Chirality

Mamula, Olimpia; Zelewsky, Alex von; Bark, Thomas; Bérnardinelli, Gerald

doi:10.1002/(sici)1521-3773(19991004)38:19<2945::aid-anie2945>3.0.co;2-d

Cited by 213 publications

(99 citation statements)

References 8 publications

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“…The very poor solubility of the ligand L1 in acetonitrile gave an NMR spectrum with signals of very low intensity. However, as in the case of L1 0 [25] the chemical shifts are very similar with those observed in CDCl 3 . The signals are broad at lower temperature (À40°C).…”

Section: Complexation Of L1 With Ag(i)supporting

confidence: 76%

“…A 5,6-Chiragen ligand possessing a para-xylene bridge (L2 0 , Fig. 2) self-assembles with Cu(I) and Ag(I) cations circular helicates in solid state [22] and in solution [23]. The use of (À)-5,6-pinene bipyridine as coordinating unit in these Chiragen ligands ensures a complete stereocontrol at the metal centers (K) and the transfer of their chirality to the helical chains (P).…”

Section: Introductionmentioning

confidence: 99%

“…When the bridge is replaced by a naphthalene derivative -the 1,5-dimethylene naphthalene (L1 0 , Fig. 2) -the self-assembly with Ag(I) cations yields in solid state a polymeric double stranded helix with an extended network of p-p interactions [25].…”

Section: Introductionmentioning

confidence: 99%

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Self-assembly of Ag(I) helicates with new enantiopure 5,6-Chiragen type ligands

Mamula

Bark

Quinodoz

et al. 2018

Inorganica Chimica Acta

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Two new chiral bis-bidentate, C2-symmetrical ligands belonging to the Chiragen family have been synthesised and characterised. They are designed for polynuclear self-assemblies since the two (À)-5,6-pinenebipyridines units are connected by bridges whose length and rigidity avoids the coordination of the bipyridine moieties to the same metal centre. The ligand L1 with a 1,4-dimethylene naphthalene bridge leads, by complexation with Ag(I) cations, to a polymeric, single stranded helix. The helical pitch contains five metal centers, two consecutive metal centers being connected by a bis-bidentate, helically wrapped ligand, one up and the other down resulting in a coordination number four. The chirality (K) around each metal centre is controlled by the six asymmetric carbons of the ligands and the homochirality of the metal centers gives rise to a P orientation at the helix level. The 1 H-NMR measurements of these species in solution indicate a temperature dependent behaviour pointing out possible equilibria between various [Ag n L n ] n+ fragments as confirmed by MS-spectroscopy. The ligand L2 with a 4,4 0 -dimethylene-1,1 0 -biphenyl bridge reacts with Ag(I) and lead to well resolved and temperature independent 1 H-NMR spectra suggesting the formation of a circular helicate.

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Section: Complexation Of L1 With Ag(i)supporting

confidence: 76%

Section: Introductionmentioning

confidence: 99%

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Self-assembly of Ag(I) helicates with new enantiopure 5,6-Chiragen type ligands

Mamula

Bark

Quinodoz

et al. 2018

Inorganica Chimica Acta

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“…Its structure was confirmed by Xray crystallography and NMR and circular dichroism data demonstrated that the self-assembled structure is maintained in solution 107 . This may illustrate the countless possibilities in this area attainable through the suitable design of chiral ligands responsible for predetermining the chirality in self-assembled architectures 108 .…”

Section: Chirality In Helical Structuresmentioning

confidence: 87%

“…A very interesting example of the complete stereospecific self-assembly of a circular helicate has been recently reported 107 …”

Section: Chirality In Helical Structuresmentioning

confidence: 99%

Self-assembly in self-organized inorganic systems: a view of programmed metallosupramolecular architectures

Machado¹,

Baxter²,

Lehn³

2001

J. Braz. Chem. Soc.

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Os avanços recentes das pesquisas na área de sistemas inorgânicos automontados são resumidos neste artigo de revisão, em especial aqueles envolvendo os metalo-helicatos, os metaloexorreceptores e as arquiteturas inorgânicas formadas a partir de componentes múltiplos. As aplicações, assim como as perspectivas vislumbradas para estes sistemas, são também discutidas.This review summarizes the recent advances that have been performed on self-assembled inorganic systems, especially on helical systems, metallo-exoreceptors and on architectures formed from multiple components. In addition, applications as well as the perspectives for these designed systems are also discussed.

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Polymeric Layers Catenated by Ribbons of Rings in a Three-Dimensional Self-Assembled Architecture: A Nanoporous Network with Spongelike Behavior

et al. 2000

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The current interest in the crystal engineering of polymeric coordination networks [1] stems from their potential applications as zeolite-like materials [2] for molecular selection, ion exchange, and catalysis, as well as in the intriguing variety of architectures and topologies. Particularly attractive are the novel types of supramolecular intertwinings observed in these species, that still need a rational classification. According to Batten and Robson [3] an ªinterpenetrating frameworkº is comprised of motifs that are infinite and inextricably entangled, that is, they cannot be separated without breaking links. On this basis, we must exclude some interesting polymeric entanglements recently described, including polymeric catenanes, [4] infinite double helices, [5] two-dimensional clothlike warp-and-weft sheets, [6] and other noteworthy supramolecular architectures. [7] For ªtrueº interpenetrating networks, however, different classes can be envisaged. The dominant type (ªclass Aº) is represented by 2D or 3D species that are comprised of a limited number of individual frames of equal topology that interpenetrate into an array with the same original dimensionality as in, for example, n-fold parallel interpenetrating hexagonal layers (n 6) or diamondoid nets (n 9). [3] Other types of interpenetration have been observed in coordination polymers that are reminiscent of molecular catenanes and rotaxanes. Some examples of polymeric catenated species are illustrated in Figure 1. In contrast to the class A interpenetrated nets, these examples all show the following features: 1) the constituent motifs have a lower dimensionality than that of the resulting architectures; 2) each individual motif is intertwined only with the surrounding ones and not with all the others, as ªa ring in a chainº; and 3) the concept of ªn-foldicityº cannot be used in the same sense as for class A. [13] We report here on a new member of this class of catenated motifs, 1, obtained from the selfassembly of copper(ii) sulfate and 1,3-bis(4-pyridyl)propane (bpp).[Cu 5 (bpp) 8 (SO 4 ) 4 (EtOH)(H 2 O) 5 ](SO 4 )´EtOH´25.5 H 2 O 1[3] a) M.

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Stereoselective Synthesis of Coordination Compounds: Self-Assembly of a Polymeric Double Helix with Controlled Chirality

Cited by 213 publications

References 8 publications

Self-assembly of Ag(I) helicates with new enantiopure 5,6-Chiragen type ligands

Self-assembly of Ag(I) helicates with new enantiopure 5,6-Chiragen type ligands

Self-assembly in self-organized inorganic systems: a view of programmed metallosupramolecular architectures

Polymeric Layers Catenated by Ribbons of Rings in a Three-Dimensional Self-Assembled Architecture: A Nanoporous Network with Spongelike Behavior

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