Exploiting the tetrazine–norbornene reaction for single polymer chain collapse

Hansell, Claire; Lu, Annhelen; Patterson, Joseph P.; O’Reilly, Rachel K.

doi:10.1039/c3nr06706h

Cited by 54 publications

(52 citation statements)

References 39 publications

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“…To date, a variety of crosslinking methods have been used in SCNP synthesis, including the high-temperature self-condensation of benzocyclobutene [46,49], benzoxazines [50] and sulfonyl azides [51]. Click reactions, the Glaser-Hay coupling of alkynes, and the tetrazine-norbornene reaction have also been employed for single polymer chain collapse [52]. Aside from these crosslinking methods, the Bergman cyclization produces crosslinkable diradical intermediates under various conditions, which can afford advantages to facilitate the preparation of polymeric nanoparticles, and further application for the fabrication of sizeScheme 8 Functionalization of pristine graphene with enediyne molecules [40].…”

Section: Synthesis Of Polymeric Nanoparticles (0d)mentioning

confidence: 99%

Recent advances of the Bergman cyclization in polymer science

Chen

2015

Sci. China Chem.

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The Bergman cyclization has strongly impacted on a number of fields including pharmaceutics, synthetic chemistry, and material science. The diradical intermediates stemmed from enediynes can not only cause DNA cleavage under physiological conditions but also function as monomer or initiator participants in polymer science. The homo-polymerization of enediynes through the Bergman cyclization to fabricate conjugated polymers is a fascinating strategy due to the advantages of facial operation, high efficiency, tailored structure, and catalyst-free operation. Moreover, conjugated polymers generated through the Bergman cyclization show many remarkable properties, such as excellent thermal stability, good solubility, and processability, which enables these polymers to be further manufactured into carbon-rich materials. Recent times have seen extensive efforts devoted to the application of the Bergman cyclization in polymer science and materials chemistry. A variety of synthetic strategies have been developed to fabricate structurally unique materials via the Bergman cyclization, including the fabrication of rod-like polymers with polyester, dendrimers and chiral imide side chains, functionalization of carbon nanomaterials by surface-grafting conjugated polymers, formation of nanoparticles by intramolecular collapse of single polymer chains, and the construction of carbon nanomembranes with different morphologies. Future developments involving the Bergman cyclization in polymer science, probably by altering the reaction mechanism to precisely control the microstructure of polymeric products, are also proposed in this review article.

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Section: Synthesis Of Polymeric Nanoparticles (0d)mentioning

confidence: 99%

Recent advances of the Bergman cyclization in polymer science

Chen

2015

Sci. China Chem.

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“…64 While not traditionally considered a "click" reaction, this technique benefits from fast and quantitative conversion at room temperature without the need for catalyst and therefore meets the "click" criteria at least in this context. 64 While not traditionally considered a "click" reaction, this technique benefits from fast and quantitative conversion at room temperature without the need for catalyst and therefore meets the "click" criteria at least in this context.…”

Section: Rhodium Coordination 61mentioning

confidence: 99%

A brief user's guide to single-chain nanoparticles

et al. 2015

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In this review we outline the various methods that have been explored to synthesize architecturally defined nanoparticles from discrete polymer chains, summarize the methods of characterization that are required to prove their formation and probe their morphology, and introduce a number of potential applications that are being explored currently. Given the small size of the nanostructures produced by these methods and the relative ease with which they can be tailored to specific end use applications it is likely such efforts will intensify in the coming years. So far, simple chemistry has been utilized and high-level characterization and modeling studies have been applied to understand the process by which these particles form and how they behave, both in the bulk and in solution. Although impossible to predict where this work will lead, we hope this "user's guide" will prove useful to the community as research on singlechain nanoparticles continues to evolve.From left to right:

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“…11). 90 This reaction is fast, high-yielding and easily carried out. No special experimental conditions, additional catalyst or stimulus are needed to achieve near-quantitative conversions at room temperature.…”

Section: Single-chain Polymeric Nanoparticles (Scnps)mentioning

confidence: 99%

Self-assembly of random copolymers

et al. 2014

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Self-assembly of random copolymers has attracted considerable attention recently. In this feature article, we highlight the use of random copolymers to prepare nanostructures with different morphologies and to prepare nanomaterials that are responsive to single or multiple stimuli. The synthesis of single-chain nanoparticles and their potential applications from random copolymers are also discussed in some detail. We aim to draw more attention to these easily accessible copolymers, which are likely to play an important role in translational polymer research.

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Exploiting the tetrazine–norbornene reaction for single polymer chain collapse

Cited by 54 publications

References 39 publications

Recent advances of the Bergman cyclization in polymer science

Recent advances of the Bergman cyclization in polymer science

A brief user's guide to single-chain nanoparticles

Self-assembly of random copolymers

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