Abstract
Article history: Received June 28, 2013 Received in Revised form December 10, 2013 Accepted 20 December 2013 Available online 21 December 2013 The novel αphosphorus labile ylide of 1(ptolyl)2(triptolylphosphoranylidene)ethanone (PTTPPY) is prepared by the reaction of 2bromo1(ptolyl)ethanone with triptolylphosphine in chloroform as solvent. The complexes of the type [HgX2(ptolyl)3PCHCOC6H4CH3)] (X = Cl, Br and I) are prepared by the reaction of title ylide with mercury(II) halides in good yields, using methanol as solvent. The final products were characterized by IR, H, C, P NMR spectroscopic methods and microanalysis.
Highlights
Phosphorus ylides are important reagents in organic chemistry, especially in the synthesis of naturally occurring products with biological and pharmacological activities.[1]
The organometallic chemistry of phosphorus ylides R3P=C(R′)COR′′ (R, R′, R′′ = alkyl or aryl groups) has undergone great growth over the last few years, mainly due to their interesting application as reactants in organometallic and metalmediated organic synthesis.23 Resonance stabilized ylides, the keto ylides are successfully used as ligands in organometallic and coordination chemistry owing to their accessibility and stability towards air and moisture.[4]
The ν (CO) which is sensitive to complexation occurs at 1599 cm1 in the parent ylides, as in the case of other resonance stabilized ylides.[6]
Summary
Phosphorus ylides are important reagents in organic chemistry, especially in the synthesis of naturally occurring products with biological and pharmacological activities.[1]. The reaction of BPPY ylide with mercury(II) chloride has already been reported by Nesmeyanov et al.[9] We are currently interested in synthesis and reactivity of metal derivatives of such ylides as α keto stabilized ylide of (ptolyl)3PCHCOC6H4CH3 and its related mercury(II) halide complexes. The complexes obtained from the reaction of the new prepared αcarbonylstabilized ylide of 1(ptolyl)2(triptolylphosphoranylidene)ethanone with HgX2 (X = Cl, Br and I), have been reported. All of the products were characterized by IR, 1H, 13C, 31P NMR spectroscopic methods and microanalysis
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