Design of supramolecular metal complexing polymers: synthesis, complexation, and polymerization of 5,5"-bisfunctionalized terpyridine building blocks

Schubert, Ulrich S.; Eschbaumer, Christian; Weidl, Christian H.

doi:10.1163/156855599x00016

Cited by 11 publications

(3 citation statements)

References 25 publications

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“…In a different approach, a dihydroxyterpyridine was treated with a commercially available bisisocyanate-functionalized prepolymer to give an AB multiblock copolymer ( Figure 58). [211] The treatment of a solution of the block copolymer with cobalt(ii) acetate in chloroform immediately revealed a red-brown color. In contrast to the free polymer, which is a viscous liquid, the complexed material had rubberlike properties.…”

Section: Polymers With Terpyridine Units In the Side Chainmentioning

confidence: 99%

Macromolecules Containing Bipyridine and Terpyridine Metal Complexes: Towards Metallosupramolecular Polymers

Schubert

Eschbaumer

2002

Angew. Chem. Int. Ed.

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692

333

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The ability of a broad range of N-heterocycles to act as very effective and stable complexation agents for several transition metal ions, such as cobalt(II), copper(II), nickel(II), and ruthenium(II), has long been known in analytical chemistry. This behavior was later utilized in supramolecular chemistry for the construction of highly sophisticated architectures, such as helicates, racks, and grids. The discovery of macromolecules by Staudinger in 1922 opened up avenues towards sophisticated materials with properties hitherto completely unknown. In the last few decades, the combination of macromolecular and supramolecular chemistry has been attempted by developing metal-complexing and metal-containing polymers for a wide variety of applications that range from filtration to catalysis. The stability of the polymer-metal complex is a fundamental requirement for such applications. In this respect, the use of bi- and terpyridines as chelating ligands is highly promising, since these molecules are known to form highly stable complexes with interesting physical properties with transition-metal ions. A large number of different structures have been designed for many different applications, but polymers based on the application of coordinative forces have been prepared in a few cases only. Furthermore, the synthetic procedures applied frequently resulted in low yields. During the last few years, strong efforts have been made in the direction of self-assembling and supramolecular polymers as novel materials with "intelligent" and tunable properties. In this review, an overview of this active area at the interface of supramolecular and macromolecular chemistry is given.

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Section: Polymers With Terpyridine Units In the Side Chainmentioning

confidence: 99%

Macromolecules Containing Bipyridine and Terpyridine Metal Complexes: Towards Metallosupramolecular Polymers

Schubert

Eschbaumer

2002

Angew. Chem. Int. Ed.

Self Cite

692

333

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“…However, 5,5″‐dimethyl‐2,2′:6′,2″‐terpyridine31 has proven to be a useful starting material, for example, for the synthesis of helicates 32. As far as the preparation of supramolecular polymers is concerned, only a few reports are known that use these positions for modification 33. Functional groups have been introduced at other positions on the terpyridine ligand as well, but these are less attractive from the perspective of steric and electronic considerations 26…”

Section: Synthetic Strategiesmentioning

confidence: 99%

Transradial application of percusurge guardwire device during primary percutaneous intervention of infarct‐related artery with high‐burden thrombus formation

Yip

Chen

Chang

et al. 2004

Cathet Cardio Intervent

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A large infarct-related artery (IRA), which mostly contains high-burden thrombus formation (HBTF) and lipid pool-like plaque contents, has been suggested to play a pivotal role in the no-reflow phenomenon during primary percutaneous coronary intervention (p-PCI). To reduce the thrombus burden of the IRA using the PercuSurge GuardWire device before intervention may be of crucial importance to preventing no-reflow. The purposes of this study were to test the transradial application (TRA) of this new mechanical device and to determine its impact on prevention of no-reflow during p-PCI. From May to September 2002, the PercuSurge GuardWire device was utilized in 42 consecutive patients with acute myocardial infarction and large IRA (vessel size >or= 3.5 mm with HBTF; group 1). From January to December 2000, p-PCI was performed in large IRA (vessel size >or= 3.5 mm) with HBTF using tranfemoral arterial approach in 101 consecutive patients (group 2). The angiographic and clinical outcomes of the two groups were compared in a chronologically consecutive manner. Successful reperfusion (final TIMI-3 flow) was significantly higher in group 1 than in group 2 patients (95.2% vs. 79.1%; P = 0.005). Moreover, the combined incidence of vascular complications, post-PCI thromboembolisms (defined as a distal embolism and a post-PCI residual thrombus score of >or= 3), and combined 30-day major adverse cardiac events were significantly lower in group 1 than in group 2 patients (all P values < 0.05). In group 1 patients, post-p-PCI myocardial blush (MB) of >or= 2 grades was found to be more than 88.0%. Furthermore, when compared with preintervention, thrombus scores were significantly reduced after aspiration (P = 0.0001), whereas the minimal lumen diameter (P = 0.0001), TIMI flow grade (P = 0.0001), and MB grade (P = 0.0001) had all significantly increased after aspiration using Export Aspiration Catheter. There were no significant differences in corrected TIMI frame count (P = 0.42), TIMI flow grade (P > 0.5), or MB grade (all P values > 0.5) between postaspiration and post-PCI. The TRA of the PercuSurge GuardWire device during primary intervention of large IRA with HBTF was safe and feasible and provided benefits to patients. The initial successful reduction of the thrombus burden with this mechanical device before intervention can be translated into increased final TIMI-3 flow, a combined MB of >or= 2 grades, and fewer final thromboembolic events.

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“…In einem anderen Ansatz wurde Dihydroxyterpyridin mit einem Bis(isocyanat)‐funktionalisierten Präpolymer zu einem AB‐Multiblockcopolymer umgesetzt (Abbildung 58). 211 Die Zugabe von Cobalt( II )‐acetat zu einer Lösung des Polymers in Chloroform führte zu einem sofortigen intensiven Farbumschlag nach rotbraun, und aus der öligen Flüssigkeit bildete sich bei der Komplexierung ein gummiartiges Material.…”

Section: Makromoleküle Mit Terpyridinligandenunclassified

MakromolekÃ¼le mit Bipyridin- und Terpyridinkomplexen als VerknÃ¼pfungsstellen: erste Schritte auf dem Weg zu metallo-supramolekularen Polymeren

2002

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Die Fähigkeit von Stickstoffheterocyclen, Übergangsmetallionen wie Cobalt(II), Kupfer(II), Nickel(II) und Ruthenium(ii) außerordentlich effektiv und stabil zu komplexieren, wird schon seit langem in der Analytischen Chemie angewendet. In der Supramolekularen Chemie nutzte man später diese Eigenschaft zum Aufbau anspruchsvoller Strukturen wie Helicate, Leitern oder Gitter. Die Entdeckung der Makromoleküle durch Staudinger eröffnete bereits 1922 den Zugang zu einer Materialklasse mit bis dahin völlig unbekannten Eigenschaften. Erst in den letzten Jahrzehnten jedoch wurde versucht, die Makromolekulare und Supramolekulare Chemie durch die Entwicklung von metallkomplexierenden und metallhaltigen Polymeren mit Anwendungen von der Filtration bis zur Katalyse zu vereinen. Die entscheidende Anforderung an Materialien für solche Anwendungen ist die Stabilität der Polymer‐Metallkomplexe. Besonders vielversprechend ist die Verwendung der mehrzähnigen Bipyridin‐ und Terpyridin‐Chelatliganden, die sehr stabile Übergangsmetallkomplexe mit beeindruckenden physikalischen Eigenschaften bilden. Ein breites Spektrum an Strukturen ist für eine ebenso umfangreiche Zahl von Anwendungen entwickelt worden. Die Synthese von Polymeren auf Basis koordinativer Wechselwirkungen wurde dagegen bis vor wenigen Jahren nur in sehr wenigen Fällen realisiert und führte darüber hinaus häufig zu geringen Ausbeuten. In den vergangenen Jahren jedoch erlebte die Forschung zu selbstorganisierten und supramolekularen Polymeren als neue, „intelligente“ Materialien mit einstellbaren Eigenschaften einen Höhenflug. In diesem Aufsatz geben wir einen Überblick über dieses Gebiet an der Schnittstelle von Supramolekularer und Makromolekularer Chemie.

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Design of supramolecular metal complexing polymers: synthesis, complexation, and polymerization of 5,5"-bisfunctionalized terpyridine building blocks

Cited by 11 publications

References 25 publications

Macromolecules Containing Bipyridine and Terpyridine Metal Complexes: Towards Metallosupramolecular Polymers

Macromolecules Containing Bipyridine and Terpyridine Metal Complexes: Towards Metallosupramolecular Polymers

Transradial application of percusurge guardwire device during primary percutaneous intervention of infarct‐related artery with high‐burden thrombus formation

MakromolekÃ¼le mit Bipyridin- und Terpyridinkomplexen als VerknÃ¼pfungsstellen: erste Schritte auf dem Weg zu metallo-supramolekularen Polymeren

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