Azide–alkyne cycloaddition reactions in water <i>via</i> recyclable heterogeneous Cu catalysts: reverse phase silica gel and thermoresponsive hydrogels

Lim, Myung-Seop; Lee, Heejin; Kang, Minseok; Yoo, Won-Cheol; Rhee, Hakjune

doi:10.1039/c8ra00306h

Cited by 19 publications

(14 citation statements)

References 70 publications

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“…Additionally, in 2018, Lim et al [9] conducted a copper-catalyzed one-pot azide-alkyne cycloaddition reaction using two heterogenous Cu-reverse phase silica gel catalytic systems (Scheme 6).…”

Section: Silica Supported Copper Catalystsmentioning

confidence: 99%

“…Through their heterogenous recyclable catalyst, they were able to carry out these reactions efficiently, in water and in short reaction times, and demonstrated their catalyst to be capable of recovery and reuse up to four cycles with no significant loss of activity, which was a leading development when compared to other similar studies. Additionally, in 2018, Lim et al [9] conducted a copper-catalyzed one-pot azide-alkyne cycloaddition reaction using two heterogenous Cu-reverse phase silica gel catalytic systems (Scheme 6). Scheme 6.…”

Section: Silica Supported Copper Catalystsmentioning

confidence: 99%

“…A variety of terminal alkyne substrates Scheme 6. Copper-catalyzed one-pot azide-alkyne cycloaddition reaction through heterogeneous Cu-reverse phase silica gel catalyst (derived from [9]).…”

Section: Silica Supported Copper Catalystsmentioning

confidence: 99%

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Recyclable Catalysts for Alkyne Functionalization

2021

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In this review, we present an assessment of recent advances in alkyne functionalization reactions, classified according to different classes of recyclable catalysts. In this work, we have incorporated and reviewed the activity and selectivity of recyclable catalytic systems such as polysiloxane-encapsulated novel metal nanoparticle-based catalysts, silica–copper-supported nanocatalysts, graphitic carbon-supported nanocatalysts, metal organic framework (MOF) catalysts, porous organic framework (POP) catalysts, bio-material-supported catalysts, and metal/solvent free recyclable catalysts. In addition, several alkyne functionalization reactions have been elucidated to demonstrate the success and efficiency of recyclable catalysts. In addition, this review also provides the fundamental knowledge required for utilization of green catalysts, which can combine the advantageous features of both homogeneous (catalyst modulation) and heterogeneous (catalyst recycling) catalysis.

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Section: Silica Supported Copper Catalystsmentioning

confidence: 99%

Section: Silica Supported Copper Catalystsmentioning

confidence: 99%

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Recyclable Catalysts for Alkyne Functionalization

2021

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“…Rhee et al immobilized Cu(I) and Cu(II) species onto reversephased silica gel [25]. In this work, a 2-pyridinecarboxaldehyde ligand was attached on reversed-phase 3-aminopropylfunctionalized silica gel (APSi) in dichloromethane as a solvent.…”

Section: Reviewmentioning

confidence: 99%

A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in “click” reactions

Shiri¹,

Aboonajmi²

2020

Beilstein J. Org. Chem.

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In recent years, many inorganic silica/carbon-based and magnetic materials have been selected to arrest copper ions through a widespread range of anchoring and embedding methodologies. These inorganic supported nanocatalysts have been found to be efficient, environmentally friendly, recyclable, and durable. In addition, one of the vital issues for expanding new, stable, and reusable catalysts is the discovery of unique catalysts. The basis and foundation of this review article is to consider the recently published developments (2014–2019) in the synthesis and catalytic applications of copper supported by silica nanocomposites, carbon nanocomposites, and magnetic nanocomposites for expanding the “click” chemistry.

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“…260 The potential of multicomponent reactions for the preparation of 1H-1,2,3-triazole derivatives has become extremely useful in recent years to produce complex macromolecular structures 261 and several studies have reported the use of this strategy in the preparation of 1,4-disubstituted 1H-1,2,3-triazoles. [262][263][264][265][266][267]…”

Section: Scheme 25mentioning

confidence: 99%

1,2,3- Triazoles: general and key synthetic strategies

Santos¹,

Oliveira²,

Oliveira³

et al. 2020

Arkivoc

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The applications of the 1H-1,2,3-triazole derivatives are particularly attractive and have received prominent attention in scientific research. The characteristics of these heterocycles motivated the development of different strategies for their preparation and molecular diversification. Most of the synthetic procedures available in the literature are based on catalysis with copper salts. Therefore, this review has as complementary central focus and updates the information about the properties and the main methods for the preparation of 1H-1,2,3-triazole derivatives, with emphasis on methods involving 1,3-dipolar cycloaddition between organic azides and terminal alkynes catalyzed by copper.

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Azide–alkyne cycloaddition reactions in water via recyclable heterogeneous Cu catalysts: reverse phase silica gel and thermoresponsive hydrogels

Abstract: Azide–alkyne cycloaddition reactions were performed via copper catalysts immobilized onto two types of supports in water.

Cited by 19 publications

References 70 publications

Recyclable Catalysts for Alkyne Functionalization

Recyclable Catalysts for Alkyne Functionalization

A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in “click” reactions

1,2,3- Triazoles: general and key synthetic strategies

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