Deep eutectic solvents: biorenewable reaction media for Au(i)-catalysed cycloisomerisations and one-pot tandem cycloisomerisation/Diels–Alder reactions

2015 ◽  
Vol 17 (7) ◽  
pp. 3870-3878 ◽  
Author(s):  
C. Vidal ◽  
L. Merz ◽  
J. García-Álvarez
Keyword(s):  
Eutectic Mixture ◽  
Deep Eutectic Solvents ◽  
Diels Alder ◽  
The Novel ◽  
Experimental Conditions ◽  
One Pot ◽  
Reaction Media

Cycloisomerisation reactions of (Z)-enynols can be conveniently performed in the eutectic mixture 1ChCl/2Gly under standard bench experimental conditions by using the novel Au(i) complex 3 as catalyst. Furthermore, one-pot tandem cyclosiomerization/Diels–Alder reactions are reported in this eutectic mixture.

scholarly journals Investigation of Base-free Copper-Catalysed Azide–Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media

2021 ◽  
Author(s):  
Salvatore V. Giofrè ◽  
Matteo Tiecco ◽  
Angelo Ferlazzo ◽  
Roberto Romeo ◽  
Gianluca Ciancaleoni ◽  
...  
Keyword(s):  
Low Temperatures ◽  
Materials Science ◽  
Cycloaddition Reaction ◽  
Deep Eutectic Solvents ◽  
Green Solvents ◽  
Experimental Conditions ◽  
Active Reaction ◽  
Natural Deep Eutectic Solvents ◽  
Catalytic Intermediates ◽  
Reaction Media

<p>The click cycloaddition reaction of azides and alkynes affording 1,2,3-triazoles is a widely used and effective chemical transformation, applied to obtain relevant products in medicine, biology and materials science. In this work, a set of Natural Deep Eutectic Solvents (NADESs) as green and “active” reaction media, has been investigated in the copper-catalysed azide–alkyne cycloaddition reactions (CuAAc). The use of these innovative solvents has shown to improve the reaction effectiveness, giving excellent yields. NADESs proved to be “active” in these transformations for the absence of added bases in all the performed reactions and in several cases, for their reducing capabilities. The reactions outcomes were rationalized by DFT calculations which demonstrated the involvement of H-bonds between DESs and alkynes as well as a stabilization of copper catalytic intermediates. The green experimental conditions, namely the absence of a base, the low temperatures, the lowering of reagents and the possibility of recycling of the green solvents, outline the great potential of NADESs for CuAAc and in general, for green organic synthesis. </p>

scholarly journals Deep Eutectic Solvents as Smart Cosubstrate in Alcohol Dehydrogenase-Catalyzed Reductions

Catalysts ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1013
Author(s):  
Santiago Nahuel Chanquia ◽  
Lei Huang ◽  
Guadalupe García Liñares ◽  
Pablo Domínguez de María ◽  
Selin Kara
Keyword(s):  
Alcohol Dehydrogenase ◽  
Thermodynamic Equilibrium ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Cofactor Regeneration ◽  
The Novel ◽  
Cinnamyl Alcohol ◽  
Maximum Productivity ◽  
Reaction Media ◽  
Reduction Of Ketones

Alcohol dehydrogenase (ADH) catalyzed reductions in deep eutectic solvents (DESs) may become efficient and sustainable alternatives to afford alcohols. This paper successfully explores the ADH-catalyzed reduction of ketones and aldehydes in a DES composed of choline chloride and 1,4-butanediol, in combination with buffer (Tris-HCl, 20% v/v). 1,4-butanediol (a DES component), acts as a smart cosubstrate for the enzymatic cofactor regeneration, shifting the thermodynamic equilibrium to the product side. By means of the novel DES media, cyclohexanone reduction was optimized to yield maximum productivity with low enzyme amounts (in the range of 10 g L−1 d−1). Notably, with the herein developed reaction media, cinnamaldehyde was reduced to cinnamyl alcohol, an important compound for the fragrance industry, with promising high productivities of ~75 g L−1 d−1.

scholarly journals Investigation of Base-free Copper-Catalysed Azide–Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media

2021 ◽  
Author(s):  
Salvatore V. Giofrè ◽  
Matteo Tiecco ◽  
Angelo Ferlazzo ◽  
Roberto Romeo ◽  
Gianluca Ciancaleoni ◽  
...  
Keyword(s):  
Low Temperatures ◽  
Materials Science ◽  
Cycloaddition Reaction ◽  
Deep Eutectic Solvents ◽  
Green Solvents ◽  
Experimental Conditions ◽  
Active Reaction ◽  
Natural Deep Eutectic Solvents ◽  
Catalytic Intermediates ◽  
Reaction Media

<p>The click cycloaddition reaction of azides and alkynes affording 1,2,3-triazoles is a widely used and effective chemical transformation, applied to obtain relevant products in medicine, biology and materials science. In this work, a set of Natural Deep Eutectic Solvents (NADESs) as green and “active” reaction media, has been investigated in the copper-catalysed azide–alkyne cycloaddition reactions (CuAAc). The use of these innovative solvents has shown to improve the reaction effectiveness, giving excellent yields. NADESs proved to be “active” in these transformations for the absence of added bases in all the performed reactions and in several cases, for their reducing capabilities. The reactions outcomes were rationalized by DFT calculations which demonstrated the involvement of H-bonds between DESs and alkynes as well as a stabilization of copper catalytic intermediates. The green experimental conditions, namely the absence of a base, the low temperatures, the lowering of reagents and the possibility of recycling of the green solvents, outline the great potential of NADESs for CuAAc and in general, for green organic synthesis. </p>

scholarly journals Investigation of Base-free Copper-Catalysed Azide–Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media

2021 ◽  
Author(s):  
Salvatore V. Giofrè ◽  
Matteo Tiecco ◽  
Angelo Ferlazzo ◽  
Roberto Romeo ◽  
Gianluca Ciancaleoni ◽  
...  
Keyword(s):  
Low Temperatures ◽  
Materials Science ◽  
Cycloaddition Reaction ◽  
Deep Eutectic Solvents ◽  
Green Solvents ◽  
Experimental Conditions ◽  
Active Reaction ◽  
Natural Deep Eutectic Solvents ◽  
Catalytic Intermediates ◽  
Reaction Media

<p>The click cycloaddition reaction of azides and alkynes affording 1,2,3-triazoles is a widely used and effective chemical transformation, applied to obtain relevant products in medicine, biology and materials science. In this work, a set of Natural Deep Eutectic Solvents (NADESs) as green and “active” reaction media, has been investigated in the copper-catalysed azide–alkyne cycloaddition reactions (CuAAc). The use of these innovative solvents has shown to improve the reaction effectiveness, giving excellent yields. NADESs proved to be “active” in these transformations for the absence of added bases in all the performed reactions and in several cases, for their reducing capabilities. The reactions outcomes were rationalized by DFT calculations which demonstrated the involvement of H-bonds between DESs and alkynes as well as a stabilization of copper catalytic intermediates. The green experimental conditions, namely the absence of a base, the low temperatures, the lowering of reagents and the possibility of recycling of the green solvents, outline the great potential of NADESs for CuAAc and in general, for green organic synthesis. </p>

One-pot synthesis of hydrophilic and hydrophobic fluorescent carbon dots using deep eutectic solvents as designer reaction media

2018 ◽  
Vol 53 (22) ◽  
pp. 15362-15375 ◽  
Author(s):  
Selda Doğan Çalhan ◽  
Melis Özge Alaş ◽  
Müge Aşık ◽  
F. Nazlı Dinçer Kaya ◽  
Rükan Genç
Keyword(s):  
Carbon Dots ◽  
Deep Eutectic Solvents ◽  
One Pot ◽  
One Pot Synthesis ◽  
Reaction Media ◽  
Fluorescent Carbon Dots ◽  
Fluorescent Carbon

scholarly journals Preparation and characterization of graphitic carbon nitride-supported l-arginine as a highly efficient and recyclable catalyst for the one-pot synthesis of condensation reactions

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Hossein Ghafuri ◽  
Zeinab Tajik ◽  
Nastaran Ghanbari ◽  
Peyman Hanifehnejad
Keyword(s):  
Carbon Nitride ◽  
Graphitic Carbon ◽  
Graphitic Carbon Nitride ◽  
The Novel ◽  
One Pot ◽  
Ft Ir ◽  
Quinazoline Derivatives ◽  
The One ◽  
Reaction Media

AbstractIn this work, graphitic carbon nitride-supported l-arginine (g-C3N4@l-arginine) nanocatalyst was synthesized and evaluated using FT-IR, EDX, XRD, TGA, and FESEM analyses. The performance of the prepared nanocatalyst was examined in the synthesis of 1,4-dihydropyridine, 4H-chromene, and 2,3-dihydro quinazoline derivatives. The novel g-C3N4@l-arginine nanocatalyst showed high thermal stability, easy separation from reaction media, the capability to be used in various multicomponent reactions, and acceptable reusability.

scholarly journals Investigation of Base-free Copper-Catalysed Azide–Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media

2020 ◽  
Author(s):  
Salvatore V. Giofrè ◽  
Matteo Tiecco ◽  
Angelo Ferlazzo ◽  
Roberto Romeo ◽  
Gianluca Ciancaleoni ◽  
...  
Keyword(s):  
Chemical Biology ◽  
Materials Science ◽  
Cycloaddition Reaction ◽  
Deep Eutectic Solvents ◽  
Green Solvents ◽  
Experimental Conditions ◽  
Active Reaction ◽  
Natural Deep Eutectic Solvents ◽  
Catalytic Intermediates ◽  
Reaction Media

<div><div><div><p>The click cycloaddition reaction of azides and alkynes affording 1,2,3-triazoles is a transformation widely used to obtain relevant products in chemical biology, medicinal chemistry, materials science and other fields. In this work, a set of Natural Deep Eutectic Solvents (NADESs) as “active” reaction media has been investigated in the copper-catalysed azide–alkyne cycloaddition reactions (CuAAc). The use of these green liquids as green and catalytic solvents has shown to improve the reaction effectiveness, giving excellent yields. The NADESs proved to be “active” in this transformation for the absence of added bases in all the performed reactions and in several cases for their reducing capabilities. The results were rationalized by DFT calculations which demonstrated the involvement of H-bonds between DESs and alkynes as well as a stabilization of copper catalytic intermediates. The green experimental conditions, namely the absence of a base, the low temperatures, the lowering</p></div></div></div><div><div><div><p>of reagents and the possibility of recycling of these green solvents, outline the great potential of NADESs for CuAAc and in general, for green organic synthesis.</p></div></div></div>

scholarly journals Investigation of Base-free Copper-Catalysed Azide–Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media

2020 ◽  
Author(s):  
Salvatore V. Giofrè ◽  
Matteo Tiecco ◽  
Angelo Ferlazzo ◽  
Roberto Romeo ◽  
Gianluca Ciancaleoni ◽  
...  
Keyword(s):  
Chemical Biology ◽  
Materials Science ◽  
Cycloaddition Reaction ◽  
Deep Eutectic Solvents ◽  
Green Solvents ◽  
Experimental Conditions ◽  
Active Reaction ◽  
Natural Deep Eutectic Solvents ◽  
Catalytic Intermediates ◽  
Reaction Media

<div><div><div><p>The click cycloaddition reaction of azides and alkynes affording 1,2,3-triazoles is a transformation widely used to obtain relevant products in chemical biology, medicinal chemistry, materials science and other fields. In this work, a set of Natural Deep Eutectic Solvents (NADESs) as “active” reaction media has been investigated in the copper-catalysed azide–alkyne cycloaddition reactions (CuAAc). The use of these green liquids as green and catalytic solvents has shown to improve the reaction effectiveness, giving excellent yields. The NADESs proved to be “active” in this transformation for the absence of added bases in all the performed reactions and in several cases for their reducing capabilities. The results were rationalized by DFT calculations which demonstrated the involvement of H-bonds between DESs and alkynes as well as a stabilization of copper catalytic intermediates. The green experimental conditions, namely the absence of a base, the low temperatures, the lowering</p></div></div></div><div><div><div><p>of reagents and the possibility of recycling of these green solvents, outline the great potential of NADESs for CuAAc and in general, for green organic synthesis.</p></div></div></div>

scholarly journals Investigation of Base-free Copper-Catalysed Azide–Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media

2021 ◽  
Author(s):  
Salvatore V. Giofrè ◽  
Matteo Tiecco ◽  
Angelo Ferlazzo ◽  
Roberto Romeo ◽  
Gianluca Ciancaleoni ◽  
...  
Keyword(s):  
Low Temperatures ◽  
Materials Science ◽  
Cycloaddition Reaction ◽  
Deep Eutectic Solvents ◽  
Green Solvents ◽  
Experimental Conditions ◽  
Active Reaction ◽  
Natural Deep Eutectic Solvents ◽  
Catalytic Intermediates ◽  
Reaction Media

<p>The click cycloaddition reaction of azides and alkynes affording 1,2,3-triazoles is a widely used and effective chemical transformation, applied to obtain relevant products in medicine, biology and materials science. In this work, a set of Natural Deep Eutectic Solvents (NADESs) as green and “active” reaction media, has been investigated in the copper-catalysed azide–alkyne cycloaddition reactions (CuAAc). The use of these innovative solvents has shown to improve the reaction effectiveness, giving excellent yields. NADESs proved to be “active” in these transformations for the absence of added bases in all the performed reactions and in several cases, for their reducing capabilities. The reactions outcomes were rationalized by DFT calculations which demonstrated the involvement of H-bonds between DESs and alkynes as well as a stabilization of copper catalytic intermediates. The green experimental conditions, namely the absence of a base, the low temperatures, the lowering of reagents and the possibility of recycling of the green solvents, outline the great potential of NADESs for CuAAc and in general, for green organic synthesis. </p>

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