Synthesis and X-ray structure of diphenyl ferrocenylmethylphosphonate, FeCH2P(O)(OPh)2, and a study of some ferrocenylmethyl compounds by electrospray mass spectrometry

Synthesis and Catalytic Evaluation of Phosphanylferrocene Ligands with Cationic Guanidinium Pendants and Varied Phosphane Substituents

“…The IR spectra of 3 showed broad bands attributable to the N–H stretching modes above 3000 cm –1 and several sharp intense bands due to the combined C–N stretching and N–H deformation vibration modes of the guanidinium unit in the 1600–1660 cm –1 range . The formulation of 3 was further corroborated by positive‐ion ESI MS spectra, which displayed peaks of the respective guanidinium cations, [R 2 PfcCH 2 NHC(NH 2 ) 2 ] + , and their ferrocenylmethylium fragments, [R 2 PfcCH 2 ] + .…”

Synthesis and Catalytic Evaluation of Phosphanylferrocene Ligands with Cationic Guanidinium Pendants and Varied Phosphane Substituents

“…The IR spectra of 3 showed broad bands attributable to the N–H stretching modes above 3000 cm –1 and several sharp intense bands due to the combined C–N stretching and N–H deformation vibration modes of the guanidinium unit in the 1600–1660 cm –1 range . The formulation of 3 was further corroborated by positive‐ion ESI MS spectra, which displayed peaks of the respective guanidinium cations, [R 2 PfcCH 2 NHC(NH 2 ) 2 ] + , and their ferrocenylmethylium fragments, [R 2 PfcCH 2 ] + .…”

Synthesis, Palladium(II) Complexes, and Catalytic Use of a Phosphanylferrocene Ligand Bearing a Guanidinium Pendant

“…A further peak in the ESI mass spectrum at m/z = 383 was assigned to the [1′-(diphenylphosphanyl)ferrocenyl]methylium cation, [Ph 2 PfcCH 2 ] + (or an isomeric species resulting from a rearrangement), in accordance with the relatively easy formation of stabilized ferrocenylmethylium cations. [14,15] Finally, the IR spectrum of 1·HCl shows absorptions typical of the guanidinium moiety, namely, broad structured bands in the ranges of 2800-3500 cm -1 (N-H stretching modes) and 1550-1750 cm -1 (N-H bending and C-N stretching vibrations). [16]…”

Improved synthesis of diethyl ferrocenylphosphonate, crystal structure of (FcPO3Et2)2· ZnCl2, and electrochemistry of ferrocenylphosphonates, FcP(O)(OR)2, FcCH2P(O)(OR)2, 1,1′-fc[P(O)(OR)2]2 and [FcP(O)(OEt)2]2· ZnCl2 (Fc = (η5C5H5)Fe(η5C5H4), fc = (η5C5H4)Fe(η5C5H4), R = Et, H)

“…t BuOK (Avocado), diethyl chlorophosphate (Acrõ s), dicyclohexylamine (Merck) were used as received. Ethyl ferrocenylmethylphosphonic acid, ferrocenylmethylphosphonic acid, 1,1 0 -ferrocenylbisphosphonic acid, and diphenyl ferrocenylmethylphosphonate were prepared according to Henderson et al [19,25].…”

Synthesis and Catalytic Evaluation of Phosphanylferrocene Ligands with Cationic Guanidinium Pendants and Varied Phosphane Substituents

“…The IR spectra of 3 showed broad bands attributable to the N–H stretching modes above 3000 cm –1 and several sharp intense bands due to the combined C–N stretching and N–H deformation vibration modes of the guanidinium unit in the 1600–1660 cm –1 range . The formulation of 3 was further corroborated by positive‐ion ESI MS spectra, which displayed peaks of the respective guanidinium cations, [R 2 PfcCH 2 NHC(NH 2 ) 2 ] + , and their ferrocenylmethylium fragments, [R 2 PfcCH 2 ] + .…”

Synthesis, Palladium(II) Complexes, and Catalytic Use of a Phosphanylferrocene Ligand Bearing a Guanidinium Pendant

“…A further peak in the ESI mass spectrum at m/z = 383 was assigned to the [1′-(diphenylphosphanyl)ferrocenyl]methylium cation, [Ph 2 PfcCH 2 ] + (or an isomeric species resulting from a rearrangement), in accordance with the relatively easy formation of stabilized ferrocenylmethylium cations. [14,15] Finally, the IR spectrum of 1·HCl shows absorptions typical of the guanidinium moiety, namely, broad structured bands in the ranges of 2800-3500 cm -1 (N-H stretching modes) and 1550-1750 cm -1 (N-H bending and C-N stretching vibrations). [16]…”

Improved synthesis of diethyl ferrocenylphosphonate, crystal structure of (FcPO3Et2)2· ZnCl2, and electrochemistry of ferrocenylphosphonates, FcP(O)(OR)2, FcCH2P(O)(OR)2, 1,1′-fc[P(O)(OR)2]2 and [FcP(O)(OEt)2]2· ZnCl2 (Fc = (η5C5H5)Fe(η5C5H4), fc = (η5C5H4)Fe(η5C5H4), R = Et, H)

“…t BuOK (Avocado), diethyl chlorophosphate (Acrõ s), dicyclohexylamine (Merck) were used as received. Ethyl ferrocenylmethylphosphonic acid, ferrocenylmethylphosphonic acid, 1,1 0 -ferrocenylbisphosphonic acid, and diphenyl ferrocenylmethylphosphonate were prepared according to Henderson et al [19,25].…”

Synthesis and Catalytic Evaluation of Phosphanylferrocene Ligands with Cationic Guanidinium Pendants and Varied Phosphane Substituents

“…The IR spectra of 3 showed broad bands attributable to the N–H stretching modes above 3000 cm –1 and several sharp intense bands due to the combined C–N stretching and N–H deformation vibration modes of the guanidinium unit in the 1600–1660 cm –1 range . The formulation of 3 was further corroborated by positive‐ion ESI MS spectra, which displayed peaks of the respective guanidinium cations, [R 2 PfcCH 2 NHC(NH 2 ) 2 ] + , and their ferrocenylmethylium fragments, [R 2 PfcCH 2 ] + .…”

Synthesis, Palladium(II) Complexes, and Catalytic Use of a Phosphanylferrocene Ligand Bearing a Guanidinium Pendant

“…A further peak in the ESI mass spectrum at m/z = 383 was assigned to the [1′-(diphenylphosphanyl)ferrocenyl]methylium cation, [Ph 2 PfcCH 2 ] + (or an isomeric species resulting from a rearrangement), in accordance with the relatively easy formation of stabilized ferrocenylmethylium cations. [14,15] Finally, the IR spectrum of 1·HCl shows absorptions typical of the guanidinium moiety, namely, broad structured bands in the ranges of 2800-3500 cm -1 (N-H stretching modes) and 1550-1750 cm -1 (N-H bending and C-N stretching vibrations). [16]…”

Improved synthesis of diethyl ferrocenylphosphonate, crystal structure of (FcPO3Et2)2· ZnCl2, and electrochemistry of ferrocenylphosphonates, FcP(O)(OR)2, FcCH2P(O)(OR)2, 1,1′-fc[P(O)(OR)2]2 and [FcP(O)(OEt)2]2· ZnCl2 (Fc = (η5C5H5)Fe(η5C5H4), fc = (η5C5H4)Fe(η5C5H4), R = Et, H)

“…t BuOK (Avocado), diethyl chlorophosphate (Acrõ s), dicyclohexylamine (Merck) were used as received. Ethyl ferrocenylmethylphosphonic acid, ferrocenylmethylphosphonic acid, 1,1 0 -ferrocenylbisphosphonic acid, and diphenyl ferrocenylmethylphosphonate were prepared according to Henderson et al [19,25].…”