Unusually stable, versatile, and pure arenediazonium tosylates: their preparation, structures, and synthetic applicability

Organic Letters
Victor D FilimonovKi-Whan Chi

Abstract

A new, simple, and effective method for the diazotization of a wide range of arylamines has been developed by using a polymer-supported diazotization agent in the presence of p-toluenesulfonic acid. Various pure arenediazonium tosylates with unusual stabilities can be easily prepared by this method. As a result, these salts are useful and versatile substrates for subsequent transformations, such as halogenation and Heck-type reactions. The unusual stabilities of arenediazonium tosylates are also preliminarily discussed with their X-ray structures.

References

Jul 18, 2002·Chemical Communications : Chem Comm·James MerringtonMark Bradley
Nov 10, 2006·Chemical Reviews·Anna RoglansMarcial Moreno-Mañas
Mar 16, 2007·Langmuir : the ACS Journal of Surfaces and Colloids·Samuel S C Yu, Alison J Downard
Jul 14, 2007·The Journal of Organic Chemistry·James M Tour

❮ Previous
Next ❯

Citations

Nov 6, 2015·The Journal of Organic Chemistry·Meagan E HinzeChad A Lewis
Jun 22, 2018·Organic & Biomolecular Chemistry·Denis KoziakovAxel Jacobi von Wangelin
Sep 28, 2018·Organic & Biomolecular Chemistry·Pradip D NahideBerenice Yahuaca-Juárez
Jan 5, 2019·Chemical Society Reviews·François-Xavier Felpin, Saumitra Sengupta
Nov 19, 2014·Chemistry : a European Journal·Benjamin J DeadmanAnita R Maguire
May 16, 2015·Beilstein Journal of Organic Chemistry·Ksenia V KutonovaVictor D Filimonov
Jul 15, 2015·Beilstein Journal of Nanotechnology·Olga A GuselnikovaPavel S Postnikov
Oct 19, 2017·Chemical Communications : Chem Comm·Yuanhao WangYefeng Tang
Mar 16, 2011·Chemistry : a European Journal·Gerald PratschMarkus R Heinrich
Aug 30, 2017·Chemical Communications : Chem Comm·Nikki L SloanAndrew Sutherland
Jul 20, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Te HuMarcus Baumann
Aug 21, 2020·Scientific Reports·Vladimir SadkinRoman Zelchan
Mar 1, 2011·European Journal of Organic Chemistry·Richard D Carpenter, Alan S Verkman
May 28, 2019·Analytical and Bioanalytical Chemistry·Olga GuselnikovaOleksiy Lyutakov
Feb 16, 2021·Organic Letters·Timothy D SchochJimmie D Weaver
Feb 13, 2010·Organic Letters·Richard D Carpenter, A S Verkman
Jun 29, 2021·Organic & Biomolecular Chemistry·Rochelle McGroryAndrew Sutherland
Oct 3, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·E MiliutinaO Lyutakov
Jul 10, 2013·Journal of the American Chemical Society·Vanessa ArmelBjorn Winther-Jensen
Dec 4, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Saeed AlmheiriMohamed M Chehimi
Aug 5, 2014·The Journal of Organic Chemistry·Nicolas OgerFrançois-Xavier Felpin
Jul 26, 2019·The Journal of Organic Chemistry·Jonathan D BellAndrew Sutherland
Oct 16, 2021·Analytical Methods : Advancing Methods and Applications·Cynthia P McCordCharles S Henry

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.