Novel ferrocenyl functionalised phosphinecarboxamides: synthesis, characterisation and coordination

Abstract

Ru(ii) and Rh(iii) complexes of the primary phosphinecarboxamide FcNHC(O)PH2 undergo facile dehydrohalogenation to produce phosphide-bridged dimers as syn and anti isomers.

Recent advances in the chemistry of the phosphaethynolate and arsaethynolate anions

“…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. The crystal structures revealed that the cyclopentadienyl (Cp) moieties were tilted by 3.5(2)° in 68 and 1.8(2)° in 69 , and the amide plane was twisted by 5.4(2)° in 68 and 12.6(2)° in 69 with respect to the Cp ring.…”

Synthesis and Characterization of Phosphinecarboxamide and Phosphinecarbothioamide, and Their Complexation with Palladium(II) Complex

“…Phosphinecarboxamides R 2 PC(O)NR′ 2 and phosphinecarbothioamides R 2 PC(S)NR′ 2 are phosphorus-analogs of urea and thiourea, and these are interesting compounds in coordination chemistry because of the variety of coordination modes. These compounds are known to act as a P -coordinated monodentate ligand (type I) [ 1 , 2 , 3 , 4 , 5 , 6 , 7 ], a P,S -coordinated bidentate ligand forming a four-membered chelate ring (type II for phosphinecarbothioamide) [ 8 , 9 , 10 , 11 , 12 , 13 ], and a bridging ligand for two metal centers (type III and type IV for phosphinecarbothioamide) [ 7 , 14 ] ( Figure 1 ).…”

Novel primary phosphinecarboxamides derived from diamines

“…Further research into the synthesis of phosphinecarboxamides has included mechanochemical methods, 16 metal-catalysed reactions, 17 direct reaction of secondary phosphines with cyanates, 18 and phosphinoboration of isocyanates. 19 The reactivity of such species has also been demonstrated by coordination to metal centres, 20 functionalization of P–H bonds to afford secondary phosphines, 11,21 and their use as precursors to generate phosphonates. 22…”