Alkyliodines in High Oxidation State: Enhanced Synthetic Possibilities and Accelerated Catalyst Turn-Over

Chemistry : a European Journal
Alexandra E Bosnidou, Kilian Muñiz

Abstract

In contrast to aryliodine(III) compounds, which have matured into a particularly attractive class of oxidants in modern synthesis, the synthetic potential of related alkyliodine(III) derivatives has remained widely underestimated. This is surprising since several unique synthetic possibilities arise directly from the low stability of their central carbon-iodine bond. In this respect, these high-oxidation-state iodine compounds resemble environmentally benign variants of the prominent metal counterparts such as those derived from palladium, nickel and copper. This Concept article summarizes the general reactivity trends in alkyliodine(III) chemistry and discusses selected examples of their strategic use as highly reactive, transient species in organic synthesis and homogeneous catalysis.

References

Oct 13, 2000·Organic Letters·T B Patrick, S Qian
Aug 31, 2002·Angewandte Chemie·José BarluengaJosé M González
Jun 29, 2006·Angewandte Chemie·Robert D Richardson, Thomas Wirth
Feb 17, 2007·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Masahito Ochiai
Oct 10, 2008·Organic Letters·Brian M Cochran, Forrest E Michael
Apr 11, 2009·Chemical Communications : Chem Comm·Toshifumi Dohi, Yasuyuki Kita
Apr 11, 2009·Chemical Communications : Chem Comm·Muhammet Uyanik, Kazuaki Ishihara
Jan 30, 2010·Chemical Society Reviews·Ling-Min XuZhang-Jie Shi
Feb 11, 2010·Chemical Reviews·Petr SehnalIan J S Fairlamb
Dec 23, 2011·Chemistry : a European Journal·Tobias HarschneckPhilipp Klahn
Apr 14, 2012·Nature·Amanda J Hickman, Melanie S Sanford
Feb 14, 2014·Chemistry, an Asian Journal·Fateh V Singh, Thomas Wirth
Mar 5, 2014·Chemistry, an Asian Journal·R Martín RomeroKilian Muñiz
Jun 5, 2014·Angewandte Chemie·Philipp KlahnStefan F Kirsch
Jul 22, 2014·Angewandte Chemie·Alexander S IvanovViktor V Zhdankin
May 29, 2015·Angewandte Chemie·Claudio Martínez, Kilian Muñiz
Jun 4, 2015·Angewandte Chemie·Raja Mitra, Klaus-Richard Pörschke
Jun 6, 2015·Topics in Current Chemistry·Ravi Kumar, Thomas Wirth
Jul 25, 2015·Journal of Anesthesia History·George J Crystal, M Ramez Salem
Feb 11, 2016·Chemical Reviews·Akira Yoshimura, Viktor V Zhdankin
Nov 2, 2016·Chemical Communications : Chem Comm·Kensuke KiyokawaSatoshi Minakata
Apr 30, 2017·Chemical Science·Luis Bering, Andrey P Antonchick
Nov 18, 2017·The Journal of Organic Chemistry·Viktor V Zhdankin, Kilian Muñiz
Feb 23, 2018·Chemistry : a European Journal·Martin Breugst, Daniel von der Heiden
Sep 7, 2018·Chemistry : a European Journal·Estefanía Del CastilloKilian Muñiz
Sep 18, 2018·The Journal of Organic Chemistry·Rajesh KumarNicolay V Tsarevsky
Mar 20, 2019·Angewandte Chemie·Alexandra E Bosnidou, Kilian Muñiz

❮ Previous
Next ❯

Citations

Sep 14, 2019·Journal of the American Chemical Society·Zhaofeng WangMarcos G Suero

❮ 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.

Related Papers

Organic & Biomolecular Chemistry
Yury Minko, Ilan Marek
Kōkūbyō Gakkai zasshi. The Journal of the Stomatological Society, Japan
N Miura
© 2021 Meta ULC. All rights reserved