σ-Bond initiated generation of aryl radicals from aryl diazonium salts

2020 ◽  
Vol 18 (9) ◽  
pp. 1812-1819 ◽  
Author(s):  
Elene Tatunashvili ◽  
Bun Chan ◽  
Philippe E. Nashar ◽  
Christopher S. P. McErlean
Keyword(s):  
Room Temperature ◽  
Radical Reactions ◽  
Diazonium Salts ◽  
Aryl Radicals

Hantzsch esters and oxygen convert diazonium salts into aryl radicals, enabling rapid radical reactions to be performed in open flasks at room temperature.

Graftfast©: Towards the Control of Surface Properties of any Type of Materials by the Grafting of Polymers

2012 ◽  
Vol 445 ◽  
pp. 797-802 ◽  
Author(s):  
Alice Mesnage ◽  
Pardis Simon ◽  
Guy Deniau ◽  
Nathalie Herlin-Boime ◽  
Serge Palacin
Keyword(s):  
Surface Properties ◽  
Polymer Films ◽  
Atmospheric Pressure ◽  
Room Temperature ◽  
Diazonium Salts ◽  
Green Process ◽  
Graft Polymer ◽  
Grafted Polymer ◽  
Aryl Radicals ◽  
One Step

This document aims at presenting and explaining the mechanism of a simple green process, called Graftfast©, recently developed in order to graft polymer films onto any type of materials. This process is of great interest as it works in a short one step reaction at room temperature, atmospheric pressure in water. Particularly since this method is a redoxinduced process consisting in the reduction of diazonium salts into aryl radicals in presence of vinylic monomer, the involvement of such radicals was investigated. Moreover, this work demonstrates the efficiency of such process for the preparation of functionalized TiO2 nanoparticles. The composition and the grafted polymer quantities were investigated showing the successful grafting of the polymer onto the nanoparticles while conserving their morphology.

Cascade Radical Reactions via α-(Arylsulfanyl)imidoyl Radicals:  Competitive [4 + 2] and [4 + 1] Radical Annulations of Alkynyl Isothiocyanates with Aryl Radicals§

2003 ◽  
Vol 68 (9) ◽  
pp. 3454-3464 ◽  
Author(s):  
Luisa Benati ◽  
Gianluca Calestani ◽  
Rino Leardini ◽  
Matteo Minozzi ◽  
Daniele Nanni ◽  
...  
Keyword(s):  
Radical Reactions ◽  
Aryl Radicals

New Avenues in Radical Trifluoromethylselenylation with ­Trifluoromethyl Tolueneselenosulfonate

Synlett ◽  
2018 ◽  
Vol 30 (07) ◽  
pp. 777-782 ◽  
Author(s):  
Clément Ghiazza ◽  
Cyrille Monnereau ◽  
Lhoussain Khrouz ◽  
Maurice Médebielle ◽  
Thierry Billard ◽  
...  
Keyword(s):  
Cyclic Voltammetry ◽  
Transition Metal ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Diazonium Salts ◽  
Metal Free ◽  
Luminescence Measurement ◽  
Stable Reagent ◽  
Shelf Stable

We demonstrated that the shelf-stable reagent trifluoromethyl tolueneselenosulfonate can be involved in radical trifluoromethylselenylation. Upon visible-light irradiation, the homolysis of the reagent could take place at room temperature. This finding is explored for unprecedented C(sp2)–SeCF3 and C(sp3)–SeCF3 processes under transition-metal-free conditions. Mechanistic investigations, including cyclic voltammetry, luminescence measurement, and EPR studies, allowed the proposal of plausible mechanisms.1 Introduction.2 Reactivity of Reagent I with Diazonium Salts3 Reactivity of Reagent I with Alkenes and Alkynes4 Conclusion

Electrografting of Alkyl Films at Low Driving Force by Diverting the Reactivity of Aryl Radicals Derived from Diazonium Salts

Langmuir ◽  
2014 ◽  
Vol 30 (46) ◽  
pp. 13907-13913 ◽  
Author(s):  
Dardan Hetemi ◽  
Frédéric Kanoufi ◽  
Catherine Combellas ◽  
Jean Pinson ◽  
Fetah I. Podvorica
Keyword(s):  
Driving Force ◽  
Diazonium Salts ◽  
Aryl Radicals

Diazonium Salts as Grafting Agents and Efficient Radical Hydrosilylation Initiators for Freestanding Photoluminescent Silicon Nanocrystals

2014 ◽  
Author(s):  
Tobias Helbich ◽  
Ignaz M. D. Höhlein ◽  
Julian Kehrle ◽  
Zhenyu Yang ◽  
Jonathan G. C. Veinot ◽  
...  
Keyword(s):  
Silicon Nanocrystals ◽  
Room Temperature ◽  
Reaction Times ◽  
Diazonium Salts ◽  
Nonpolar Solvents ◽  
Radical Initiators

The reactivity of diazonium salts towards freestanding, photoluminescent silicon nanocrystals (SiNCs) is reported. It was found that SiNCs can be functionalized with aryl groups via direct reductive grafting of the diazonium salts. Furthermore diazonium salts proved to act as efficient radical initiators for SiNC hydrosilylation. For this purpose, novel electron deficient diazonium salts, highly soluble in nonpolar solvents, were synthesized. Thus the SiNCs were functionalized with a variety of alkenes and alkynes at room temperature with short reaction times.

ChemInform Abstract: Allylation and Vinylation of Aryl Radicals Generated from Diazonium Salts.

ChemInform ◽  
2008 ◽  
Vol 39 (17) ◽  
Author(s):  
Markus R. Heinrich ◽  
Olga Blank ◽  
Daniela Ullrich ◽  
Marcel Kirschstein
Keyword(s):  
Diazonium Salts ◽  
Aryl Radicals

ChemInform Abstract: Synthesis of 3,3-Disubstituted Oxindoles by Visible-Light-Mediated Radical Reactions of Aryl Diazonium Salts with N-Arylacrylamides.

ChemInform ◽  
2014 ◽  
Vol 45 (19) ◽  
pp. no-no
Author(s):  
Weijun Fu ◽  
Fengjuan Xu ◽  
Yuqin Fu ◽  
Mei Zhu ◽  
Jiaqi Yu ◽  
...  
Keyword(s):  
Visible Light ◽  
Radical Reactions ◽  
Diazonium Salts

Chemical functionalization of carbon nanotubes with aryl diazonium salts

2011 ◽  
Vol 1362 ◽  
Author(s):  
Anastasia A. Golosova ◽  
Christine M. Papadakis ◽  
Rainer Jordan
Keyword(s):  
Carbon Nanotubes ◽  
Room Temperature ◽  
Direct Method ◽  
Single Walled Carbon Nanotubes ◽  
Acetonitrile Solution ◽  
Diazonium Salts ◽  
Chemical Grafting ◽  
Simple Protocol ◽  
Functionalization Of Carbon Nanotubes ◽  
Walled Carbon Nanotubes

ABSTRACTWe describe a facile and direct method for the functionalization of single-walled carbon nanotubes with 4’-substituted phenyls and biphenyls. By means of Raman spectroscopy and thermogravimetric analysis we demonstrate that a simple protocol of a direct chemical grafting in acetonitrile solution of the corresponding diazonium salts at room temperature results in a formation of stable aryl monolayers on carbon nanotubes.

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