%0 Journal Article %1 ISI:000279457200011 %A Sabounchei, Seyyed Javad %A Jodaian, Vida %A Salehzadeh, Sadegh %A Samiee, Sepideh %A Dadrass, Alireza %A Bayat, Mehdi %A Khavasi, Hamid Reza %C COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA %D 2010 %I WILEY-BLACKWELL %J HELVETICA CHIMICA ACTA %K imported %N 6 %P 1105-1119 %T Synthesis of New Phosphonium Ylides Containing Thiophene and Furan Rings and Study of Their Reaction with Mercury(II) Halides: Spectral and Structural Characterization %V 93 %X Reactions of phosphonium ylides (4-MeC(6)H(4))(3)PCHC(=O)(2-C(4)H(3)S) (tptpy), Ph(3)PCHC(=O)(2-C(4)H(3)O) (fppy), and (4-MeC(6)H(4))(3)PCHC(=O)(4-BrC(6)H(4)) (bbtppy) with HgX(2) (X = Cl, Br, and I) in equimolar ratios in MeOH as solvent leads to the binuclear products 1-3 (Scheme I). The bridge-splitting reaction of the binuclear complex \HgI(2)(bbtppy)\(2) (3c) by DMSO yields the mononuclear complex HgI(2)center dot(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.

@article{ISI:000279457200011, abstract = {{Reactions of phosphonium ylides (4-MeC(6)H(4))(3)PCHC(=O)(2-C(4)H(3)S) (tptpy), Ph(3)PCHC(=O)(2-C(4)H(3)O) (fppy), and (4-MeC(6)H(4))(3)PCHC(=O)(4-BrC(6)H(4)) (bbtppy) with HgX(2) (X = Cl, Br, and I) in equimolar ratios in MeOH as solvent leads to the binuclear products 1-3 (Scheme I). The bridge-splitting reaction of the binuclear complex {[}\{HgI(2)(bbtppy)\}(2)] (3c) by DMSO yields the mononuclear complex {[}HgI(2)center dot(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.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA}}, affiliation = {{Sabounchei, SJ (Reprint Author), Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran. Sabounchei, Seyyed Javad; Salehzadeh, Sadegh; Samiee, Sepideh; Dadrass, Alireza; Bayat, Mehdi, Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran. Jodaian, Vida, Islamic Azad Univ, Islamshahr Branch 33135 369, Tehran, Iran. Khavasi, Hamid Reza, Shahid Beheshti Univ, Dept Chem, Tehran 1983963113, Iran.}}, author = {Sabounchei, Seyyed Javad and Jodaian, Vida and Salehzadeh, Sadegh and Samiee, Sepideh and Dadrass, Alireza and Bayat, Mehdi and Khavasi, Hamid Reza}, author-email = {{jsabounchei@yahoo.co.uk}}, biburl = {https://www.bibsonomy.org/bibtex/2ed70b0380cef6486fa38d0d4ac14d1fd/hkhavasi}, cited-references = {{ALBANESE JA, 1988, INORG CHIM ACTA, V150, P213, DOI 10.1016/S0020-1693(00)90601-7. ALBANESE JA, 1990, INORG CHEM, V29, P2209, DOI 10.1021/ic00337a007. ALESSIO E, 1995, INORG CHEM, V34, P4722, DOI 10.1021/ic00123a004. ALESSIO E, 1988, INORG CHEM, V27, P4099, DOI 10.1021/ic00296a006. Belluco U, 1996, INORG CHIM ACTA, V252, P355, DOI 10.1016/S0020-1693(96)05358-3. Calligaris M, 1996, COORDIN CHEM REV, V153, P83, DOI 10.1016/0010-8545(95)01193-5. Calligaris M, 2003, J MOL STRUCT, V646, P61, DOI 10.1016/S0022-2860(02)00587-2. Calligaris M, 2001, INORG CHIM ACTA, V323, P89, DOI 10.1016/S0020-1693(01)00597-7. Chattaraj PK, 1999, J PHYS CHEM A, V103, P8691, DOI 10.1021/jp991214+. COLLINS JB, 1976, J CHEM PHYS, V64, P5142, DOI 10.1063/1.432189. CRISTAU HJ, 1994, CHEM REV, V94, P1299, DOI 10.1021/cr00029a006. FALTH L, 1976, CHEM SCRIPTA, V9, P71. Frisch M. J., 1998, GAUSSIAN 98 REVISION. Gordon A. J., 1972, CHEM COMPANION, P438. Johnson A. W., 1993, YLIDES IMINES PHOSPH. KALYANASUNDARI M, 1995, J ORGANOMET CHEM, V491, P103, DOI 10.1016/0022-328X(94)05217-Y. KATO S, 1973, J ORGANOMET CHEM, V51, P167, DOI 10.1016/S0022-328X(00)93512-5. KOEZUKA H, 1976, INORG CHEM, V15, P417, DOI 10.1021/ic50156a035. Kolodiazhnyi OI, 1996, TETRAHEDRON, V52, P1855, DOI 10.1016/0040-4020(95)00433-5. Laavanya P, 2001, CHEM COMMUN, P1660, DOI 10.1039/b104082k. LOBANA TS, 1990, J CHEM SOC DALTON, P691, DOI 10.1039/dt9900000691. PEARSON RG, 1988, INORG CHEM, V27, P734, DOI 10.1021/ic00277a030. Sabounchei SJ, 2008, J ORGANOMET CHEM, V693, P1975, DOI 10.1016/j.jorganchem.2008.02.025. Sabounchei SJ, 2007, POLYHEDRON, V26, P2845, DOI 10.1016/j.poly.2007.01.053. Sabounchei SJ, 2007, J ORGANOMET CHEM, V692, P2500, DOI 10.1016/j.jorganchem.2007.02.027. Serli B, 2002, INORG CHEM, V41, P4033, DOI 10.1021/ic011291v. Serli B, 2002, INORG CHIM ACTA, V339, P265, DOI 10.1016/S0020-1693(02)00958-1. Sheldrick G.M., 1997, SHELX97 PROGRAM CRYS. Spencer EC, 2007, J ORGANOMET CHEM, V692, P1081, DOI 10.1016/j.jorganchem.2006.11.002. {[}Anonymous], 2005, X AREA VERS 1 30 PRO. Stoe\&Cie, 2005, X STEP32 VERS 1 07B. URRIOLABEITIA EP, 2008, J CHEM SOC DA, P5673. USON R, 1985, J ORGANOMET CHEM, V290, P125, DOI 10.1016/0022-328X(85)80154-6. VICENTE J, 1987, J ORGANOMET CHEM, V331, P409, DOI 10.1016/0022-328X(87)80012-8. VICENTE J, 1985, J CHEM SOC DALTON, P1163, DOI 10.1039/dt9850001163. VICENTE J, 1987, J ORGANOMET CHEM, V333, P129, DOI 10.1016/S0022-328X(00)99038-7.}}, doc-delivery-number = {{619VA}}, interhash = {26c6489881cb4a86c240a323cab44f3b}, intrahash = {ed70b0380cef6486fa38d0d4ac14d1fd}, issn = {{0018-019X}}, journal = {{HELVETICA CHIMICA ACTA}}, journal-iso = {{Helv. Chim. Acta}}, keywords = {imported}, keywords-plus = {{UNPRECEDENTED O-COORDINATION; MOLECULAR-STRUCTURE; COMPLEXES; CRYSTAL; LIGANDS; BENZOYLMETHYLENETRIPHENYLPHOSPHORANE; PALLADIUM(II); DERIVATIVES; NITROSYLS}}, language = {{English}}, number = {{6}}, number-of-cited-references = {{36}}, pages = {{1105-1119}}, publisher = {{WILEY-BLACKWELL}}, research-areas = {{Chemistry}}, times-cited = {{5}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{Synthesis of New Phosphonium Ylides Containing Thiophene and Furan Rings and Study of Their Reaction with Mercury(II) Halides: Spectral and Structural Characterization}}, type = {{Article}}, unique-id = {{ISI:000279457200011}}, usage-count-last-180-days = {{0}}, usage-count-since-2013 = {{3}}, volume = {{93}}, web-of-science-categories = {{Chemistry, Multidisciplinary}}, year = {{2010}} }