A stable phosphanyl phosphaketene and its reactivity

Dalton Transactions : an International Journal of Inorganic Chemistry
Zhongshu LiHansjörg Grützmacher

Abstract

Sodium phosphaethynolate, Na(OCP), reacts with the bulky P-chloro-diazaphosphole yielding a phosphanyl phosphaketene, which is stable for weeks under an inert atmosphere in the solid state. This compound is best described as a tight ion pair with a remarkably long P-P bond distance (2.44 Å). In solution, this phosphaketene dimerizes under loss of CO to give 1,2,3-triphosphabicyclobutane identified by an X-ray diffraction study. As an intermediate, a five-membered heterocyclic diphosphene was trapped in a Diels-Alder reaction with 2,3-dimethylbutadiene. The formation of this intermediate in a hetero-Cope-rearrangement as well as dimerization/CO loss were computed with various DFT methods which allowed us to understand the reaction mechanisms.

References

May 10, 2001·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·C DimurG Berthier
Jul 13, 2001·Journal of the American Chemical Society·S ShahJ D Protasiewicz
Apr 17, 2003·Angewandte Chemie·François Mathey
May 13, 2004·Journal of the American Chemical Society·Claire FaveRégis Réau
Sep 15, 2004·Angewandte Chemie·Sebastian BurckMartin Nieger
Mar 23, 2006·Journal of the American Chemical Society·Sebastian BurckWolf-Walther Du Mont
Sep 2, 2006·Science·Nicholas A PiroChristopher C Cummins
Sep 13, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Zoltán BenkoLászló Nyulászi
Aug 21, 2007·Angewandte Chemie·Jason D MasudaGuy Bertrand
Nov 2, 2007·Journal of the American Chemical Society·Jason D MasudaGuy Bertrand
Oct 23, 2008·Journal of the American Chemical Society·Yuen-ying CarpenterAndreas Decken
Jun 23, 2009·Angewandte Chemie·Olivier BackGuy Bertrand
Dec 24, 2009·Chemistry : a European Journal·Helen JansenKoop Lammertsma
Aug 28, 2010·Angewandte Chemie·Daniel Tofan, Christopher C Cummins
Sep 14, 2010·Angewandte Chemie·Mohand MelaimiGuy Bertrand
Jul 19, 2011·Angewandte Chemie·Florian Frank PuschmannHansjörg Grützmacher
Aug 17, 2012·Journal of the American Chemical Society·Alexandra Velian, Christopher C Cummins
Aug 6, 2013·Angewandte Chemie·Andrew R Jupp, Jose M Goicoechea
Oct 25, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Dominikus HeiftHansjörg Grützmacher
Mar 5, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Dominikus HeiftHansjörg Grützmacher
Jul 25, 2014·Chemistry : a European Journal·Dominikus HeiftHansjörg Grützmacher

❮ Previous
Next ❯

Citations

Nov 10, 2015·Angewandte Chemie·Michael SeidlManfred Scheer
Mar 10, 2016·Angewandte Chemie·Natalia Del RioTsuyoshi Kato
Feb 11, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·D Gudat
Aug 17, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·José Manuel Villalba FrancoRainer Streubel
Aug 23, 2016·Chemical Communications : Chem Comm·Zhongshu LiHansjörg Grützmacher
Mar 3, 2017·Angewandte Chemie·Alexander HinzJose M Goicoechea
Apr 25, 2017·Angewandte Chemie·Zhongshu LiHansjörg Grützmacher
Nov 21, 2017·Angewandte Chemie·Gabriele HierlmeierJose M Goicoechea
May 18, 2018·Angewandte Chemie·Jose M Goicoechea, Hansjörg Grützmacher
Mar 13, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Yanbo MeiHansjörg Grützmacher
Mar 31, 2019·Chemistry : a European Journal·Xiaodan ChenHansjörg Grützmacher
Jun 4, 2019·Angewandte Chemie·Zhongshu LiHansjörg Grützmacher
Jul 3, 2020·Angewandte Chemie·Daniel W N WisonJose Manuel Goicoechea
Jan 10, 2018·Angewandte Chemie·Daniel W N WilsonJose M Goicoechea
Sep 1, 2016·Chemical Science·Dominikus HeiftHansjörg Grützmacher
Jun 6, 2017·Chemical Science·Max M HansmannGuy Bertrand
Oct 22, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniel W N WilsonJose M Goicoechea
Jun 15, 2021·Angewandte Chemie·David A PetroneDouglas W Stephan
Dec 15, 2016·Journal of the American Chemical Society·Max M Hansmann, Guy Bertrand
Aug 27, 2021·Angewandte Chemie·Mehrafshan G JafariDaniel J Mindiola

❮ 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

Dalton Transactions : an International Journal of Inorganic Chemistry
Dominikus HeiftHansjörg Grützmacher
The Journal of Organic Chemistry
C HedbergP G Andersson
Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft
E TESTA, R ETTORRE
© 2022 Meta ULC. All rights reserved