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A Convenient Preparative Method For Cyclic Triphosphenium Bromide And Chloride Salts.

Erin L Norton, Kara L. S. Szekely, J. Dube, Paolo G. Bomben, C. Macdonald
Published 2008 · Chemistry, Medicine

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Analytically pure chloride and bromide salts of two different cyclic triphosphenium cations are prepared by the reaction of PX3 (X=Cl, Br) in the presence of the halogen-scavenging reagent cyclohexene. For the brominated species, the neutral, volatile 1,2-dibromocyclohexane byproduct is readily removed under reduced pressure, and the desired salts are obtained in high yield. Reactions involving phosphorus trichloride are complicated by the formation of salts containing both chloride and hydrogen dichloride anions. Reactivity experiments on potential undesired halogenated diphosphine byproducts suggest that the formation of such species can be prevented by increasing the concentration of cyclohexene employed in the reaction.
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This paper is referenced by
10.1002/anie.201912009
Base-Stabilized [PO]+/[PO2]+ Cations.
D. Stephan (2019)
10.1039/d0dt02219e
Triphosphenium salts: air-stable precursors for phosphorus(i) chemistry.
Erica M Dionisi (2020)
10.1039/b719779a
Synthesis and characterization of cationic selenium-nitrogen heterocycles from tert-butyl-DAB (DAB = 1,4-di-tert-butyl-1,3-diazabutadiene) and SeX4 via the reductive elimination of X2 (X = Cl, Br): a distinct contrast with tellurium.
J. L. Dutton (2008)
10.1039/c5dt03915k
A zwitterionic triphosphenium compound as a tunable multifunctional donor.
S. Kosnik (2016)
10.1002/anie.201811944
A Three-Membered Cyclic Phosphasilene.
Yannic Heider (2019)
10.1016/B978-0-08-097774-4.00106-6
Catenated Phosphorus Compounds
J. Weigand (2013)
10.1002/chem.201903683
A comprehensive investigation of a zwitterionic Ge(I) dimer with a 1,2-dicationic core.
Béland A Vanessa (2019)
10.1039/c1dt11549a
The relative stabilities of cyclic dicationic derivatives of diphosphanes with three (3P) or four (4P) linked phosphorus atoms.
R. Bashforth (2012)
10.1039/c7dt01023k
Synthetic and structural studies of phosphine coordinated boronium salts.
A. Hill (2017)
10.1021/ic502229w
Low-valent chemistry: an alternative approach to phosphorus-containing oligomers.
S. Kosnik (2014)
10.1039/c7dt01345k
Synthesis of bis(trithio)phosphines by oxidative transfer of phosphorus(i).
S. Kosnik (2017)
10.1021/ic300892p
Homoleptic pnictogen-chalcogen coordination complexes.
J. Dube (2012)
10.1002/9781119951438.EIBC0277.PUB2
Low-Oxidation-State Main Group Compounds
C. Macdonald (2012)
10.1139/CJC-2014-0204
Utilizing a zwitterionic approach for the synthesis of late transition metal – triphosphenium ion coordination compounds
W. DubeJonathan (2015)
10.1016/J.CCR.2008.03.006
Addendum to Stable compounds containing heavier group 15 elements in the +1 oxidation state by Ellis and Macdonald [Coord. Chem. Rev. 251 (2007) 936]
Bobby D. Ellis (2009)
10.1039/c5cs00682a
Recent highlights in mixed-coordinate oligophosphorus chemistry.
M. Donath (2016)
10.1039/c5dt03019f
A simple route to phosphamethine cyanines from S,N-heterocyclic carbenes.
Justin F. Binder (2016)
10.1039/c9sc04501e
Controlled scrambling reactions to polyphosphanes via bond metathesis reactions† †Electronic supplementary information (ESI) available. CCDC 1950469–1950486. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c9sc04501e
Robin Schoemaker (2019)
10.1016/B978-0-08-097774-4.00124-8
Low-Coordinate Main Group Compounds – Group 16
J. Dube (2013)
10.1016/J.ICA.2011.06.044
Formation of new larger ring cyclic triphosphenium ions in solution – A 31P NMR study
R. Bashforth (2011)
10.1002/ZAAC.201600270
1,2,4-Triazol-5-ylidenes versus Imidazol-2-ylidenes for the Stabilization of Phosphorus(I) Cations
Fawzia O. Elnajjar (2016)
10.1016/B978-0-08-097774-4.00123-6
Low-Coordinate Main Group Compounds – Group 15
D. Gudat (2013)
10.1021/ic3011663
Platinum(II) complexes of cyclic triphosphenium ions: a 31P NMR spectroscopic and computational study.
Philippa K Coffer née Monks (2012)
10.1039/c1dt11111f
Substitution matters: isolating phosphorus diiminopyridine complexes.
C. D. Martin (2011)
10.1016/J.CCR.2012.08.006
Cyclic triphosphenium ions and related species
P. K. Coffer (2013)
10.1021/ic401766j
Synthesis of zwitterionic triphosphenium transition metal complexes: a boron atom makes the difference.
J. Dube (2013)
10.1016/J.CRCI.2013.10.001
Supramolecular fluoride and chloride anions
I. Bernal (2014)
10.1002/chem.201805711
Diphosphoniodiphosphene Formation by Transition Metal Insertion into a Triphosphenium Zwitterion.
S. Kosnik (2019)
10.1007/978-3-642-20699-3_8
Recent Developments in the Lewis Acidic Chemistry of Selenium and Tellurium Halides and Pseudo-Halides
J. L. Dutton (2011)
10.1021/acs.inorgchem.6b01163
Convenient Preparation and Detailed Analysis of a Series of NHC-Stabilized Phosphorus(I) Dyes and Their Derivatives.
C. Macdonald (2016)
10.1016/J.POLY.2017.08.039
Unexpected detours and reactivity encountered during the planned synthesis of hypervalent 10–Pn–3 species (Pn = P or As)
Jakub Hyvl (2017)
10.1039/c5cc00331h
Remarkably stable chelating bis-N-heterocyclic carbene adducts of phosphorus(i) cations.
Justin F. Binder (2015)
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