Synthesis of alkaline earth metal bis(2-phosphaethynolates)

Westerhausen, Matthias; Schneiderbauer, Stefan; Piotrowski, Holger; Suter, Max; Nöth, Heinrich

doi:10.1016/s0022-328x(01)01267-0

Cited by 61 publications

(62 citation statements)

References 38 publications

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“…Thef irst family of these,a lkaline earth metal bis (2-phosphaethynolates),A e(DME) 3 (OCP) 2 where Ae = Mg, Ca, Sr, Ba, were reported by Westerhausen et al in 2002, however,these species were found to be of comparable stability to [Li(DME) 2 ][OCP]. Thef irst family of these,a lkaline earth metal bis (2-phosphaethynolates),A e(DME) 3 (OCP) 2 where Ae = Mg, Ca, Sr, Ba, were reported by Westerhausen et al in 2002, however,these species were found to be of comparable stability to [Li(DME) 2 ][OCP].…”

Section: Known Syntheses Of the Ocp à Ionmentioning

confidence: 99%

“…Cyanic acid (HOCN) is known to rapidly decompose,but is presumed to be present in about 3% when its tautomer isocyanic acid (OCNH) is generated by protonation of OCN À .This species rapidly trimerizes to give rise to cyanuric acid (OCNH) 3 . Cyanic acid (HOCN) is known to rapidly decompose,but is presumed to be present in about 3% when its tautomer isocyanic acid (OCNH) is generated by protonation of OCN À .This species rapidly trimerizes to give rise to cyanuric acid (OCNH) 3 .…”

Section: Acid-base Chemistry and The Synthesis Of Ocphmentioning

confidence: 99%

“…Similarly,OCPH has been postulated as an intermediate in the synthesis of phosphinecarboxamides, afamily of primary phosphines synthesized from the reaction of OCP À salts with ammonium salts (Scheme 3c). [30] Ap hosphorus-containing analogue of cyanuric acid, P 3 C 3 (OH) 3 ,w as reported in 2017 from the alcoholysis of the derivatized cyclic compound P 3 C 3 [OB(icp) 2 ] 3 (where ipc = diisopinocampheyl;S cheme 3d). [29] More recently,t hese reactions have been extended to aminoacids.…”

Section: Acid-base Chemistry and The Synthesis Of Ocphmentioning

confidence: 99%

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The Chemistry of the 2‐Phosphaethynolate Anion

2018

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In all likelihood the first synthesis of the phosphaethynolate anion, PCO , was performed in 1894 when NaPH was reacted with CO in an attempt to make Na(CP) accompanied by elimination of water. This reaction was repeated 117 years later when it was discovered that Na(OCP) and H are the products of this remarkable transformation. Li(OCP) was synthesized and fully characterized in 1992 but this salt proved to be too unstable to allow for a detailed investigation of its chemistry. It was not until the heavier analogues of this lithium salt were isolated, Na(OCP) and K(OCP) (both of which are remarkably stable and can be even dissolved in water), that the chemistry of this new functional group could be explored. Here we review the chemistry of the 2-phosphaethynolate anion, a heavier phosphorus-containing analogue of the cyanate anion, and describe the wide breadth of chemical transformations for which it has been thus far employed. Its use as a ligand, in decarbonylative and deoxygenative processes, and as a building block for novel heterocycles is described. In the mere twenty-six years since Becker first reported the isolation of this remarkable anion, it has become a fascinating reagent for the synthesis of a vast library of, often unprecedented, molecules and compounds.

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Section: Known Syntheses Of the Ocp à Ionmentioning

confidence: 99%

Section: Acid-base Chemistry and The Synthesis Of Ocphmentioning

confidence: 99%

Section: Acid-base Chemistry and The Synthesis Of Ocphmentioning

confidence: 99%

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The Chemistry of the 2‐Phosphaethynolate Anion

2018

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“…2 In 2002, Becker's procedure was explored to synthesize other alkali earth metal salts of the anion, such as magnesium, calcium, strontium and barium (Scheme 1). 3 The salts are extremely sensitive towards moisture and air, and only [Ca(O-C≡P) 2 (dme) 3 ] could be isolated as a crystalline solid. However, at −20 °C the dme solutions of the alkaline earth metal bis(2-phosphaethynolates) can be stored for several weeks.…”

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confidence: 99%

The 2-phosphaethynolate anion: convenient synthesis and the reactivity

Quan

Wang

2014

Org. Chem. Front.

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“…[12] In reiner Form kann Na(O À C P) als DME-Addukt 2 a durch Aufkonzentrieren der Reaktionslçsung oder als [{Na(OÀCP)(dioxan) 2 [14] Im Unterschied zu den zuvor bestimmten Strukturen von M(O À C P)-Verbindungen (mit M = Li, [4] Ca [5] ), die terminal über Sauerstoff gebundene (OÀCP) À -Anionen aufweisen, enthält die Struktur von 2 a einen zentralen, viergliedrigen Na 2 O 2 -Ring mit linear [15] …”

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