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Synthesis of New Phosphonium Ylides Containing Thiophene and Furan Rings and Study of Their Reaction with Mercury(II) Halides: Spectral and Structural Characterization
Authors:Seyyed Javad Sabounchei  Vida Jodaian  Sadegh Salehzadeh  Sepideh Samiee  Alireza Dadrass  Mehdi Bayat  Hamid Reza Khavasi
Affiliation:1. Faculty of Chemistry, Bu‐Ali Sina University, Hamedan, 65174, Iran, (phone: +98‐811‐8282807;2. fax: +98‐811‐8257407);3. Islamic Azad University, Islamshahr Branch 33135/369;4. Department of Chemistry, Shahid Beheshti University, Evin, Tehran, 19839‐63113, Iran
Abstract:Reactions of phosphonium ylides (4‐MeC6H4)3PCHC(?O)(2‐C4H3S) (tptpy), Ph3PCHC(?O)(2‐C4H3O) (fppy), and (4‐MeC6H4)3PCHC(?O)(4‐BrC6H4) (bbtppy) with HgX2 (X=Cl, Br, and I) in equimolar ratios in MeOH as solvent leads to the binuclear products 1 – 3 (Scheme 1). The bridge‐splitting reaction of the binuclear complex [{HgI2(bbtppy)}2] ( 3c ) by DMSO yields the mononuclear complex [HgI2?(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 1H‐, 31P‐, and 13C‐NMR spectroscopy. A theoretical study of some HgII complexes with phosphonium ylides is also reported.
Keywords:Phosphonium ylides  Ylides  Mercury(II) halides  Thiophenes  Furans  X‐Ray crystallography
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