The Ugi reaction in polymer chemistry: syntheses, applications and perspectives

Yang, Bin; Zhao, Yuan; Wei, Yen; Fu, Changkui; Tao, Lei

doi:10.1039/c5py01398d

Cited by 122 publications

(72 citation statements)

References 88 publications

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“…The MCRs could also introduce novel chemical structures and functions in the final products during the procedure of MCRs. More recently, the combination of controlled living polymerization and MCRs has also been demonstrated by Tao and co‐workers . Considered the above described characteristics, we could therefore expect that MCRs may be promising tools for fabrication of various multifunctional AIE‐active FONs in more efficient routes.…”

Section: Introductionmentioning

confidence: 69%

Ultrafast Preparation of AIE‐Active Fluorescent Organic Nanoparticles via a “One‐Pot” Microwave‐Assisted Kabachnik–Fields Reaction

Long

Liu

Wan

et al. 2016

Macromol. Rapid Commun.

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The development of effective strategies for fabrication of fluorescent organic nanoparticles (FONs) with an aggregation-induced emission (AIE) feature has an important impact on the biomedical applications of these AIE-active FONs. In the current work, an ultrafast strategy for fabricating AIE-active FONs is developed through a "one-pot" microwave-assisted, catalysts-free, and solvent-free Kabachnik-Fields (KF) reaction for the first time. It is demonstrated that such organophosphorous-containing AIE-active block polymers can be synthesized within 2 min under air atmosphere through the microwave-assisted KF reaction. These polymers show amphiphilic properties and can self-assemble into mPEG-CHO-Phe-NH -DEP FONs, which display high water dispersibility and desirable optical properties. Biological evaluation results suggest that the mPEG-CHO-Phe-NH -DEP FONs exhibit low toxicity and are potential for biological imaging applications. More importantly, many other multifunctional AIE-active FONs can also be fabricated through the strategy described in this work owing to the universality of KF reaction. Besides, combined with the excellent properties of mPEG-CHO-Phe-NH -DEP FONs, it is believed that such microwave-assisted KF reaction shall be an effective route for designing various AIE-active nanomaterials for different biomedical applications.

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Section: Introductionmentioning

confidence: 69%

Ultrafast Preparation of AIE‐Active Fluorescent Organic Nanoparticles via a “One‐Pot” Microwave‐Assisted Kabachnik–Fields Reaction

Long

Liu

Wan

et al. 2016

Macromol. Rapid Commun.

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“…This feature provides a powerful possibility for the preparation of functional polyamide by the simple combinations of different components and alteration of different functional groups. Based on the recent investigations and our previous studies, the synthetic strategy for the multifunctional polyamides in this study is listed as shown in Scheme .…”

Section: Resultsmentioning

confidence: 99%

Multifunctionalized Polyamides Prepared by Facile Ugi Reaction as Thermosensitive, Biocompatible and Antibacterial Biomaterials

Liu

Zhang

et al. 2020

ChemistrySelect

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A series of multifunctionalized polyamides were facilely prepared by Ugi four‐component polymerization (Ugi‐4CP) in one‐pot method at room temperature using several diacids, aldehydes, 1,4 bis‐(3‐aminopropyl) piperazine and tert‐butyl isocyanide as monomers. The simple combination of monomers in Ugi‐4CP led to formation of nine thermosensitive polyamides in water, and their lower critical solution temperatures (LCSTs) were in range of 13.1‐70.1°C. The LCSTs for the subsequently‐quaternized polyamides (PBA‐800‐Br, PIA‐800‐Br and PCA‐800‐Br) were easily readjusted to the desired value in the inorganic salt solutions. PBA‐800‐Br and PIA‐800‐Br exhibited high antibacterial activity against Gram negative E. coli and Gram positive S. aureus. Confocal laser scanning microscope (CLSM) manifested the clear internalization into the cellular inside for the fluorescent molecule‐labelled polyamides. After 24–72 hours of incubation in polyamide solution, the viability rate of HeLa cells reached up to 80–141%, indicating the excellent biocompatibility. In conclusion, the thermosensitive, antibacterial and biocompatible polyamides have great potential to be used as biomaterials.

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“…In recent years, the Ugi reaction has been successfully used for the synthesis of structurally diverse polymer . Generally speaking, if we want to obtain polymers in a one‐pot via the Ugi reaction, the four components must contain one AB‐type component or two bifunctional AA‐type components .…”

Section: Ugi Reaction Of Amino Acids For γ‐ δ‐ and Poly(ε‐peptoid)smentioning

confidence: 99%

Polypeptoids synthesis based on Ugi reaction: Advances and perspectives

2019

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Polypeptoids are peptidomimetic polymers invented in the early 1990s. Although polypeptoid chemistry is developing rapidly, the simple synthesis of polypeptoids and sequence‐controlled polypeptoids still remains a challenge. Fortunately, we have seen a drastic rising trend in the area of Ugi reaction for polypeptoid chemistry. In the following article, recent examples of the Ugi reaction for polypeptoids synthesis will be presented, as will their suitability for sequence‐defined peptide‐peptoid hybrids. The advantages and limitations of the Ugi reaction will be discussed, which is important for the simple and general synthesis of polypeptoids.

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The Ugi reaction in polymer chemistry: syntheses, applications and perspectives

Cited by 122 publications

References 88 publications

Ultrafast Preparation of AIE‐Active Fluorescent Organic Nanoparticles via a “One‐Pot” Microwave‐Assisted Kabachnik–Fields Reaction

Ultrafast Preparation of AIE‐Active Fluorescent Organic Nanoparticles via a “One‐Pot” Microwave‐Assisted Kabachnik–Fields Reaction

Multifunctionalized Polyamides Prepared by Facile Ugi Reaction as Thermosensitive, Biocompatible and Antibacterial Biomaterials

Polypeptoids synthesis based on Ugi reaction: Advances and perspectives

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