The preparation and reactions of {[α-(trimethyl- and triphenyl)stannyl]phenacyl} triphenylphosphonium salts and ylides

Katō, Shinzi; Kato, Toshimitu; Mizuta, Masateru; Itoh, K.; Ishii, Yoshio

doi:10.1016/s0022-328x(00)93512-5

Cited by 30 publications

(7 citation statements)

References 4 publications

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“…1−4 Resonance-stabilized phosphorous ylides, particularly the keto ylides, are also successfully used as ligands in organometallic and coordination chemistry owing to their accessibility and stability towards air and moisture. 5,6 Although many bonding modes are possible for the keto ylides, 7 coordination through carbon is more predominant and observed with Pd(II), Pt(II), and Ag(I). 8−10 We are currently interested in the synthesis and reactivity of metal derivatives of such ylides.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Multinuclear NMR Study of Benzoyl Methylene Triparatolylphosphorane Ylide and the Reaction of this Ylide with Mercury(II) Halides

Sabounchei

Dadrass

Samiee

2006

Phosphorus, Sulfur, and Silicon and the Related Elements

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Section: Introductionmentioning

confidence: 99%

Synthesis and Multinuclear NMR Study of Benzoyl Methylene Triparatolylphosphorane Ylide and the Reaction of this Ylide with Mercury(II) Halides

Sabounchei

Dadrass

Samiee

2006

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…-The coordination chemistry of the phosphonium ylides (¼ phosphoranes) of the type R 3 P þ ÀCH 2 À , is well known [1 -4]. Resonance-stabilized phosphonium ylides, particularly, the keto ylides, are also successfully used as ligands in organometallic and coordination chemistry owing to their accessibility and stability towards air and moisture [5] [6]. Juxtaposition of the keto group and the carbanion in the phosphonium ylides allows for the resonance delocalization of the ylide electron density providing additional stabilization to the ylide species.…”

mentioning

confidence: 99%

Synthesis of New Phosphonium Ylides Containing Thiophene and Furan Rings and Study of Their Reaction with Mercury(II) Halides: Spectral and Structural Characterization

Sabounchei

Jodaian

Salehzadeh

et al. 2010

Helvetica Chimica Acta

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¼ Cl, Br, and I) in equimolar ratios in MeOH as solvent leads to the binuclear products 1 -3 (Scheme 1). The bridgesplitting reaction of the binuclear complex [{HgI 2 (bbtppy)} 2 ] (3c) by DMSO yields the mononuclear complex [HgI 2 · (bbtppy) (DMSO)] (3d) (Scheme 2). This bridge-splitting reaction can also be a method for the synthesis of mononuclear products. C-Coordination of the ylide and O-coordination of DMSO are demonstrated by a single-crystal X-ray-analysis of the mononuclear complex 3d. Characterization of the obtained compounds was also performed by means of elemental analysis and IR and 1 H-, 31 P-, and 13 C-NMR spectroscopy. A theoretical study of some Hg II complexes with phosphonium ylides is also reported.Introduction. -The coordination chemistry of the phosphonium ylides (¼ phosphoranes) of the type R 3 P þ ÀCH 2 À , is well known [1 -4]. Resonance-stabilized phosphonium ylides, particularly, the keto ylides, are also successfully used as ligands in organometallic and coordination chemistry owing to their accessibility and stability towards air and moisture [5] [6]. Juxtaposition of the keto group and the carbanion in the phosphonium ylides allows for the resonance delocalization of the ylide electron density providing additional stabilization to the ylide species. This so-called astabilization provides ylides with the potential to act as an ambidentate ligand and thus bond to an Hg II center through either the C-atom (see B) or O-atom (see A 1 and A 2 ). Although many bonding modes are possible for keto ylides [7], coordination through the C-atom is more predominant and observed with soft metal ions, e.g., Pd II , Pt II , Ag I , Hg II , Au I , and Au III [8] [9 -12], whereas O-coordination dominates when the metals involved are hard, e.g., Ti IV , Zr IV , and Hf IV [13].

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“…2 Resonancestabilized phosphorus ligands are successfully used in organometallic and coordination chemistry owing to their accessibility and stability towards air and moisture, such as ketoylides. 3,4 Many bonding modes are also possible for these ligands. The coordination through carbon is more likely and has been observed for ylides with Pd (II), Pt (II), and Ag (I).…”

mentioning

confidence: 99%

Synthesis of New Phosphorus Ligands and Their Reactions with Palladium (II) Halide: A Multi Nuclear NMR Study

Sabounchei

Dadrass

Eskandaripoure

2006

Phosphorus, Sulfur, and Silicon and the Related Elements

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The preparation and reactions of {[α-(trimethyl- and triphenyl)stannyl]phenacyl} triphenylphosphonium salts and ylides

Cited by 30 publications

References 4 publications

Synthesis and Multinuclear NMR Study of Benzoyl Methylene Triparatolylphosphorane Ylide and the Reaction of this Ylide with Mercury(II) Halides

Synthesis and Multinuclear NMR Study of Benzoyl Methylene Triparatolylphosphorane Ylide and the Reaction of this Ylide with Mercury(II) Halides

Synthesis of New Phosphonium Ylides Containing Thiophene and Furan Rings and Study of Their Reaction with Mercury(II) Halides: Spectral and Structural Characterization

Synthesis of New Phosphorus Ligands and Their Reactions with Palladium (II) Halide: A Multi Nuclear NMR Study

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