Versatile approach to activation of alkoxyamine homolysis by 1,3-dipolar cycloaddition for efficient and safe nitroxide mediated polymerization

2019 ◽  
Vol 55 (2) ◽  
pp. 190-193 ◽  
Author(s):  
Mariya Edeleva ◽  
Denis Morozov ◽  
Dmitriy Parkhomenko ◽  
Yulia Polienko ◽  
Anna Iurchenkova ◽  
...  
Keyword(s):  
Dipolar Cycloaddition ◽  
Bond Homolysis ◽  
Nitroxide Mediated Polymerization

In situ activation of alkoxyamine towards C–ON bond homolysis by 1,3-dipolar cycloaddition with monomers is reported.

Hypervalent-Iodine Mediated One-Pot Synthesis of Isoxazolines and Isoxazoles bearing Difluoromethyl Phosphonate Moiety

2021 ◽  
Author(s):  
Romana Pajkert ◽  
Henryk Koroniak ◽  
Pawel Kafarski ◽  
Gerd Volker Roeschenthaler
Keyword(s):  
Nitrile Oxide ◽  
Dipolar Cycloaddition ◽  
Hypervalent Iodine ◽  
One Pot ◽  
One Pot Synthesis

A one-pot, regioselective 1,3-dipolar cycloaddition of in situ generated (diethoxyphosphoryl)difluoromethyl nitrile oxide toward selected alkenes and alkynes is reported. This protocol enables facile access to 3,5-disubstituted isoxazolines and isoxazoles bearing...

Nitroxide-Mediated Polymerization of Styrene Initiated from the Surface of Silica Nanoparticles. In Situ Generation and Grafting of Alkoxyamine Initiators

2005 ◽  
Vol 38 (4) ◽  
pp. 1099-1106 ◽  
Author(s):  
C. Bartholome ◽  
E. Beyou ◽  
E. Bourgeat-Lami ◽  
P. Chaumont ◽  
F. Lefebvre ◽  
...  
Keyword(s):  
Silica Nanoparticles ◽  
In Situ Generation ◽  
Nitroxide Mediated Polymerization

scholarly journals Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

2017 ◽  
Vol 67 (3) ◽  
pp. 309-324 ◽  
Author(s):  
Nadjet Rezki ◽  
Mohamed Reda Aouad
Keyword(s):  
Antimicrobial Activity ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Terminal Alkynes ◽  
One Pot ◽  
Alkyl Aryl ◽  
Antimicrobial Evaluation ◽  
Ultrasound Assisted ◽  
Click Synthesis

AbstractThe present study describes an efficient and ecofriendly, ultrasound, one-pot click cycloaddition approach for the construction of a novel series of 1,4-disubstituted-1,2,3-triazoles tethered with fluorinated 1,2,4-triazole-benzothiazole molecular conjugates. It involved three-component condensation of the appropriate bromoacetamide benzothiazole, sodium azide and 4-alkyl/aryl-5-(2-fluorophenyl)-3-(prop-2-ynylthio)-1,2,4-triazoles4a-ethrough a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This approach involvesin situgeneration of azidoacetamide benzothiazole, followed by condensation with terminal alkynes in the presence of CuSO4/Na-ascorbate in aqueous DMSO under both conventional and ultrasound conditions. Some of the designed 1,2,3-triazole conjugates6a-owere recognized for their antimicrobial activity against some bacterial and fungal pathogenic strains.

Asymmetric 1,3-Dipolar Cycloaddition of Nitrile Oxides Generated in situ by Direct Oxidation of Aldoximes

2002 ◽  
Vol 31 (11) ◽  
pp. 1112-1113 ◽  
Author(s):  
Masamichi Tsuji ◽  
Yutaka Ukaji ◽  
Katsuhiko Inomata
Keyword(s):  
Dipolar Cycloaddition ◽  
Direct Oxidation ◽  
Nitrile Oxides

Catecholated graphene-filled polyimide with enhanced mechanical, thermal, and tribological properties

2020 ◽  
pp. 095400832094035
Author(s):  
Xing Wu ◽  
Zhengyu Jin ◽  
Yuejin Zhu ◽  
Haichao Zhao
Keyword(s):  
Friction And Wear ◽  
In Situ Polymerization ◽  
Cycloaddition Reaction ◽  
Mechanical Analysis ◽  
Dipolar Cycloaddition ◽  
Wear Properties ◽  
Comprehensive Properties ◽  
Transmission Electron ◽  
Friction And Wear Tests

In order to achieve good dispersion of graphene in polyimide (PI), catecholated graphene (G-Cat) was prepared by 1,3-dipolar cycloaddition reaction of N-methylglycine and 3,4-dihydroxybenzaldehyde with graphene sheets. G-Cat/PI composites were prepared by in situ polymerization with pyromellitic dianhydride and 4,4-oxydianiline in the presence of G-Cat. The successful modification of graphene was proved by infrared spectroscopy, Raman spectroscopy, and transmission electron microscopy. The comprehensive properties of G-Cat/PI composites were studied by tensile, dynamic mechanical analysis, thermogravimetric analysis, and friction and wear tests. By observing the morphology of wear marks, the friction and wear properties of the composites were emphatically analyzed. Therefore, graphene/PI composites were expected to have broad application prospects in lubrication and wear resistance.

A polymer supported ascorbate functionalized task specific ionic liquid: an efficient reusable catalyst for 1,3-dipolar cycloaddition

RSC Advances ◽  
2015 ◽  
Vol 5 (27) ◽  
pp. 21396-21404 ◽  
Author(s):  
Jayavant D. Patil ◽  
Supriya A. Patil ◽  
Dattaprasad M. Pore
Keyword(s):  
Ionic Liquid ◽  
Dipolar Cycloaddition ◽  
Reusable Catalyst ◽  
Efficient Catalyst ◽  
Polymer Supported ◽  
Task Specific Ionic Liquid

In situ coalescence of copper on polymer supported ascorbate functionalized task specific ionic liquid, acts as an efficient catalyst for Huisgen 1,3 dipolar cycloaddition.

Cross 1,3-dipolar cycloadditions of C,N-cyclic azomethine imines with an N-benzyl azomethine ylide: facile access to fused tricyclic 1,2,4-hexahydrotriazines

2019 ◽  
Vol 17 (2) ◽  
pp. 244-247 ◽  
Author(s):  
Kai-Kai Wang ◽  
Yan-Li Li ◽  
Zhan-Yong Wang ◽  
Meng-Wei Hu ◽  
Ting-Ting Qiu ◽  
...  
Keyword(s):  
Azomethine Ylide ◽  
Dipolar Cycloaddition ◽  
Dipolar Cycloadditions ◽  
Azomethine Imines

A cross 1,3-dipolar cycloaddition of two different ylides between C,N-cyclic azomethine imines with an in situ generated non-stabilized azomethine ylide from an N-benzyl precursor is reported.

scholarly journals Smart Control of Nitroxide-Mediated Polymerization Initiators’ Reactivity by pH, Complexation with Metals, and Chemical Transformations

Materials ◽  
2019 ◽  
Vol 12 (5) ◽  
pp. 688 ◽  
Author(s):  
Mariya Edeleva ◽  
Gerard Audran ◽  
Sylvain Marque ◽  
Elena Bagryanskaya
Keyword(s):  
Functional Groups ◽  
Chemical Transformation ◽  
Constant Temperature ◽  
Thermal Regulation ◽  
Chemical Transformations ◽  
Smart Control ◽  
Bond Homolysis ◽  
And Control ◽  
Nitroxide Mediated Polymerization ◽  
Polymerization Method

Because alkoxyamines are employed in a number of important applications, such as nitroxide-mediated polymerization, radical chemistry, redox chemistry, and catalysis, research into their reactivity is especially important. Typically, the rate of alkoxyamine homolysis is strongly dependent on temperature. Nonetheless, thermal regulation of such reactions is not always optimal. This review describes various ways to reversibly change the rate of C–ON bond homolysis of alkoxyamines at constant temperature. The major methods influencing C–ON bond homolysis without alteration of temperature are protonation of functional groups in an alkoxyamine, formation of metal–alkoxyamine complexes, and chemical transformation of alkoxyamines. Depending on the structure of an alkoxyamine, these approaches can have a significant effect on the homolysis rate constant, by a factor of up to 30, and can shorten the half-lifetime from days to seconds. These methods open new prospects for the application of alkoxyamines in biology and increase the safety of (and control over) the nitroxide-mediated polymerization method.

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