Catenane gel: synthesis of high molecular weight poly[2]catenanes by Sonogashira coupling polymerization

Hagiwara, Toshiki; Murano, Yasuhiro; Watanabe, Yasuaki; Hoshi, Toru; Sawaguchi, Takashi

doi:10.1016/j.tetlet.2012.03.101

Cited by 18 publications

(10 citation statements)

References 30 publications

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“…Hagiwara et al. have utilized alternatively functionalized derivatives of catenane 172 for polymerization with rigid dialkyne complexes through Sonogashira cross coupling[ 162 ] and CuAAC “click” reactions. [ 163 ] Other examples of poly[2]catenanes have also been prepared.…”

Section: Catenane Linkages Incorporated Into Polymer Chains Matermentioning

confidence: 99%

Catenanes: Fifty Years of Molecular Links

2015

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Half a century after Schill and Lüttringhaus carried out the first directed synthesis of a [2]catenane, a plethora of strategies now exist for the construction of molecular Hopf links (singly interlocked rings), the simplest type of catenane. The precision and effectiveness with which suitable templates and/or noncovalent interactions can arrange building blocks has also enabled the synthesis of intricate and often beautiful higher order interlocked systems, including Solomon links, Borromean rings, and a Star of David catenane. This Review outlines the diverse strategies that exist for synthesizing catenanes in the 21st century and examines their emerging applications and the challenges that still exist for the synthesis of more complex topologies.

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Section: Catenane Linkages Incorporated Into Polymer Chains Matermentioning

confidence: 99%

Catenanes: Fifty Years of Molecular Links

2015

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“…Interlocked systems, mainly rotaxanes [115][116][117][118] and catenanes [119][120][121][122] as well as polyrotaxanes [123][124][125][126] and polycatenanes [127][128][129][130] are today intensively studied. Due to the multiplicity of works, the above described reports on rotaxanes and pseudorotaxanes with threads containing pyridinium units are only selected examples, however, one should hope that some light will be shed on this important area of chemistry and related sciences.…”

Section: Discussionmentioning

confidence: 99%

Rotaxanes and pseudorotaxanes with threads containing pyridinium units

Deska¹,

Kozłowska²,

Śliwa³

2013

Arkivoc

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In this review, a continuation of an earlier one concerning rotaxanes with threads containing viologen units, the syntheses and properties of rotaxanes with threads bearing quaternary pyridinium units are described, along with their possible applications. In the first part rotaxanes containing bis(dipyridiniumyl)ethane unit in the thread are presented; they include species with stoppers incorporating metal complexes. The second part concerns rotaxanes formed by anion templation, they are divided into those involving the Grubbs RCM procedure for construction of a ring, and those employing rings built by condensation reactions. Then rotaxanes synthesized with the use of previously prepared rings are described. The third part deals with rotaxane molecular machines, especially those bearing mannosyl moieties. In the last part pseudorotaxanes containing crown ether based cryptands as rings, are shown.

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“…23b) appeared to give mostly cyclic oligomers. 88 Since this early work a variety of reactions have been used to polymerise difunctional [2]catenane monomers: Sonogashira coupling between a catenane with aryl iodide units and diyne linkers; 89 CuAAC reaction between a bis-azide catenane and diyne linker, 90 and incorporation of catenanes into polycarbonate 91 and poly(ethylene terephthalate) 92 via solid-state polymerisation have been reported.…”

Section: Polymerisation Of [2]rotaxanesmentioning

confidence: 99%