Novel primary phosphinecarboxamides derived from diamines

Faria, Erica N.; Jupp, Andrew R.; Goicoechea, José M.

doi:10.1039/d1dt01198g

Cited by 4 publications

(1 citation statement)

References 41 publications

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“…65,66 Goicoechea et al synthesised novel N -functionalised phosphinecarboxamides by the reaction of the OCP − anion with diamines, in the presence of acid. 67 In 2020, Goicoechea and Štěpnička et al reported the synthesis of ferrocenyl-substituted phosphinecarboxamides, FcNHC(O)PH 2 ( 68 ; Fc = ferrocenyl) and FcCH 2 NHC(O)PH 2 ( 69 ) with terminal PH 2 groups by the reaction of [Na(dioxane) x ](OCP) with aminoferrocene and (ferrocenylmethyl)ammonium chloride, respectively (Schemes 23 and 24). 68 The 31 P NMR of these phosphaureas showed resonance at δ = −129.8 ( 68 ) and −132.8 ( 69 ) ppm, corresponding to PH 2 groups.…”

Section: Reactivity Of Ocp− Towards Main-group Elementsmentioning

confidence: 99%

Recent advances in the chemistry of the phosphaethynolate and arsaethynolate anions

et al. 2022

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Section: Reactivity Of Ocp− Towards Main-group Elementsmentioning

confidence: 99%

Recent advances in the chemistry of the phosphaethynolate and arsaethynolate anions

et al. 2022

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Synthesis of P‐Arylphosphinecarboxamide Derivatives by Addition of N‐Arylphosphinecarboxamides with Aryne Precursors

Wang

Cui

et al. 2022

Asian J Org Chem

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A reliable method for preparing P(III)‐arylphosphinecarboxamide derivatives from N‐arylphosphinecarboxamides and aryne precursors has been developed. This reaction was carried out without transition‐metal catalysts, and a series of unsymmetrically structured phosphinecarboxamide derivatives were obtained under mild conditions. In addition, the reaction is carried out under air atomosphere, and the corresponding P(III)‐aryl phosphinecarboxamide compounds are also stable in air.

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Cyano(triphenylsilyl)phosphanide as a Building Block for P,C,N Conjugated Molecules

Corre

Gamboa‐Carballo

2021

Angewandte Chemie

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The cyano(triphenylsilyl)phosphanide anion was prepared as a sodium salt from 2-phosphaethynolate. The electronic structure of this new cyano(silyl)phosphanide was studied via computational methods and its reactivity investigated using various electrophiles and Lewis acids, demonstrating its P-and N-nucleophilicity. The ambident reactivity is in agreement with computations. The silyl group also shows lability and therefore the cyano(silyl)phosphanide can be considered as a phosphacyanamide synthon, [PCN] 2À , and serves as building block for the transfer of a PCN moiety.

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Novel primary phosphinecarboxamides derived from diamines

Abstract: We describe the synthesis of N-functionalized phosphinecarboxamides obtained by reaction of the 2-phosphaethynolate anion (PCO–) with diamines, specifically hydrazine, methylenediamine and ethylenediamine. The resulting neutral compounds can be deprotonated to...

Cited by 4 publications

References 41 publications

Recent advances in the chemistry of the phosphaethynolate and arsaethynolate anions

Recent advances in the chemistry of the phosphaethynolate and arsaethynolate anions

Synthesis of P‐Arylphosphinecarboxamide Derivatives by Addition of N‐Arylphosphinecarboxamides with Aryne Precursors

Cyano(triphenylsilyl)phosphanide as a Building Block for P,C,N Conjugated Molecules

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