%0 Journal Article %1 ISI:000347582900083 %A Sabounchei, Seyyed Javad %A Pourshahbaz, Mahbubeh %A Salehzadeh, Sadegh %A Bayat, Mehdi %A Karamian, Roya %A Asadbegy, Mostafa %A Khavasi, Hamid Reza %C THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND %D 2015 %I PERGAMON-ELSEVIER SCIENCE LTD %J POLYHEDRON %K Antibacterial Crystal Phosphorus Theoretical activity} complex; structure; study; ylide; {Ag(I) %P 652-664 %R 10.1016/j.poly.2014.09.030 %T New chlorine bridged binuclear silver(I) complexes of bidentate phosphorus ylides: Synthesis, spectroscopy, theoretical and anti-bacterial studies %V 85 %X Silver(I) halides react with bidentate phosphorus ylides of the type Ph2P(CH2)(n)PPh2=(H)C(O)C6H4R (n = 1,2) (R = 4-Cl (Y-1, Y-5), 4-Br (Y-2, Y-6), 4-NO2 (Y-3, Y-7), 4-OMe (Y-4, Y-8)) in CH3CN as a solvent in equimolar ratios to give complexes of the formulae (Ph2P(CH2)(n)PPh2C(H)C(O)C6H4R)AgX(2) (X = Cl (1, 4, 7, 10, 13, 16, 19, 22), Br (2, 5, 8, 11, 14, 17, 20, 23) and 1(3, 6, 9, 12, 15, 18, 21, 24)). X-ray analysis demonstrate a binuclear chloro-bridged structure (Y-Ag(mu-Cl)(2)Ag-Y) in which the ligand coordinates to the silver center through the P atom in complexes 1 and 10. However, both the theoretical and experimental data indicate that the ylidic carbon also has a weak interaction with the Ag ion. Characterization of the obtained compounds was performed by elemental analysis, IR, H-1, P-31 and C-13 NMR spectroscopy. In addition, the DMSO dissolved ligands and their complexes were screened in vitro for their antibacterial activity against 6 Gram positive and negative bacteria. All the synthesized compounds exhibited significant activity, especially against Gram negative bacteria. (C) 2014 Elsevier Ltd. All rights reserved.

@article{ISI:000347582900083, abstract = {{Silver(I) halides react with bidentate phosphorus ylides of the type Ph2P(CH2)(n)PPh2=(H)C(O)C6H4R (n = 1,2) (R = 4-Cl (Y-1, Y-5), 4-Br (Y-2, Y-6), 4-NO2 (Y-3, Y-7), 4-OMe (Y-4, Y-8)) in CH3CN as a solvent in equimolar ratios to give complexes of the formulae {[}(Ph2P(CH2)(n)PPh2C(H)C(O)C6H4R)AgX](2) (X = Cl (1, 4, 7, 10, 13, 16, 19, 22), Br (2, 5, 8, 11, 14, 17, 20, 23) and 1(3, 6, 9, 12, 15, 18, 21, 24)). X-ray analysis demonstrate a binuclear chloro-bridged structure (Y-Ag(mu-Cl)(2)Ag-Y) in which the ligand coordinates to the silver center through the P atom in complexes 1 and 10. However, both the theoretical and experimental data indicate that the ylidic carbon also has a weak interaction with the Ag ion. Characterization of the obtained compounds was performed by elemental analysis, IR, H-1, P-31 and C-13 NMR spectroscopy. In addition, the DMSO dissolved ligands and their complexes were screened in vitro for their antibacterial activity against 6 Gram positive and negative bacteria. All the synthesized compounds exhibited significant activity, especially against Gram negative bacteria. (C) 2014 Elsevier Ltd. All rights reserved.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}}, affiliation = {{Sabounchei, SJ (Reprint Author), Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran. Sabounchei, Seyyed Javad; Pourshahbaz, Mahbubeh; Salehzadeh, Sadegh; Bayat, Mehdi, Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran. Karamian, Roya; Asadbegy, Mostafa, Bu Ali Sina Univ, Dept Biol, Fac Sci, Hamadan 65174, Iran. Khavasi, Hamid Reza, Shahid Beheshti Univ, Dept Chem, GC, Tehran 1983963113, Iran.}}, author = {Sabounchei, Seyyed Javad and Pourshahbaz, Mahbubeh and Salehzadeh, Sadegh and Bayat, Mehdi and Karamian, Roya and Asadbegy, Mostafa and Khavasi, Hamid Reza}, author-email = {{jsabounchei@yahoo.co.uk}}, biburl = {https://www.bibsonomy.org/bibtex/2dc5cd8fc539c2723d8ae68197780ad64/hkhavasi}, cited-references = {{Abu-Youssef MAM, 2006, DALTON T, P2542, DOI 10.1039/b516723j. Abuskhuna S, 2004, POLYHEDRON, V23, P1249, DOI 10.1016/j.poly.2004.02.006. AHLRICHS R, 1989, CHEM PHYS LETT, V162, P165, DOI 10.1016/0009-2614(89)85118-8. Awoyinka OA, 2007, J MED PLANTS RES, V1, P63. Bennett PM, 2008, BRIT J PHARMACOL, V153, pS347, DOI 10.1038/sj.bjp.0707607. Bishara S.A., 2007, BURNS, V33, P139. BLOWER PJ, 1987, COORDIN CHEM REV, V76, P121, DOI 10.1016/0010-8545(87)85003-8. BONDI A, 1964, J PHYS CHEM-US, V68, P441, DOI 10.1021/j100785a001. BRAGG PD, 1974, CAN J MICROBIOL, V20, P883. Brandys MC, 2002, J AM CHEM SOC, V124, P3946, DOI 10.1021/ja0113293. Burt S, 2004, INT J FOOD MICROBIOL, V94, P223, DOI 10.1016/j.ijfoodmicro.2004.03.022. CASSEL A, 1979, ACTA CRYSTALLOGR B, V35, P174, DOI 10.1107/S0567740879002909. Cingolani A, 2002, INORG CHEM, V41, P6633, DOI 10.1021/ic020375g. COTTON FA, 1988, J AM CHEM SOC, V110, P7077, DOI 10.1021/ja00229a021. Delaquis PJ, 2002, INT J FOOD MICROBIOL, V74, P101, DOI 10.1016/S0168-1605(01)00734-6. Djokic S., 2008, ECS T, V11, P1, DOI 10.1149/1.2928902. Dunitz J. D., 1979, XRAY ANAL STRUCTURE. Ebrahim MM, 2007, POLYHEDRON, V26, P3491, DOI 10.1016/j.poly.2007.03.059. Ebrahim MM, 2009, J ORGANOMET CHEM, V694, P643, DOI 10.1016/j.jorganchem.2008.11.051. El-Bahraoui J, 1998, J PHYS CHEM A, V102, P2443, DOI 10.1021/jp971389o. FACCHIN G, 1987, J CHEM SOC DALTON, P1381, DOI 10.1039/dt9870001381. Falvello LR, 2000, INORG CHEM, V39, P2957, DOI 10.1021/ic990923z. Fayaz AM, 2010, NANOMED-NANOTECHNOL, V6, P103, DOI 10.1016/j.nano.2009.04.006. Feng QL, 2000, J BIOMED MATER RES, V52, P662, DOI 10.1002/1097-4636(20001215)52:4<662::AID-JBM10>3.0.CO;2-3. Fernandez EJ, 1998, INORG CHEM, V37, P6002, DOI 10.1021/ic980786q. Frisch M. J., 2004, GAUSSIAN 03 REVISION. Gordon A. J., 1972, CHEM COMPANION, P438. Gray JE, 2003, BIOMATERIALS, V24, P2759, DOI 10.1016/S0142-9612(03)00057-7. Karami K, 2009, J COORD CHEM, V62, P2949, DOI 10.1080/00958970902980529. LIN IJB, 1990, J CHEM SOC DALTON, P2509, DOI 10.1039/dt9900002509. McDonnell G, 1999, CLIN MICROBIOL REV, V12, P147. Melaiye A, 2005, J AM CHEM SOC, V127, P2285, DOI 10.1021/ja040226s. Nomiya K, 2000, J CHEM SOC DALTON, P2091, DOI 10.1039/b001664k. OOSAWA Y, 1976, J ORGANOMET CHEM, V122, P113, DOI 10.1016/S0022-328X(00)92752-9. Peng CY, 1996, J COMPUT CHEM, V17, P49, DOI 10.1002/(SICI)1096-987X(19960115)17:1<49::AID-JCC5>3.0.CO;2-0. Raper ES, 1996, COORDIN CHEM REV, V153, P199, DOI 10.1016/0010-8545(95)01233-8. RAPER ES, 1994, COORDIN CHEM REV, V129, P91, DOI 10.1016/0010-8545(94)85019-4. RAPER ES, 1985, COORDIN CHEM REV, V61, P115, DOI 10.1016/0010-8545(85)80004-7. Sabounchei SJ, 2008, J ORGANOMET CHEM, V693, P1975, DOI 10.1016/j.jorganchem.2008.02.025. Sabounchei SJ, 2007, J ORGANOMET CHEM, V692, P2500, DOI 10.1016/j.jorganchem.2007.02.027. Sabounchei SJ, 2013, POLYHEDRON, V53, P1, DOI 10.1016/j.poly.2012.10.054. Sabounchei SJ, 2013, CR CHIM, V16, P159, DOI 10.1016/j.crci.2012.10.006. Sabounchei SJ, 2013, DALTON T, V42, P2520, DOI 10.1039/c2dt31902k. Sabounchei SJ, 2010, INORG CHIM ACTA, V363, P3973, DOI 10.1016/j.ica.2010.07.072. Sabounchei SJ, 2010, INORG CHIM ACTA, V363, P3654, DOI 10.1016/j.ica.2010.05.004. Sabounchei SJ, 2010, J ORGANOMET CHEM, V695, P1441, DOI 10.1016/j.jorganchem.2010.02.029. Sabounchei SJ, 2010, INORG CHIM ACTA, V363, P1254, DOI 10.1016/j.ica.2010.01.024. Sabounchei SJ, 2009, INORG CHIM ACTA, V362, P105, DOI 10.1016/j.ica.2008.03.015. Sabounchei S.J., 2012, POLYHEDRON, V38, P13. Sabounchei S.J., 2013, J MOL STRUCT, V1043, P265. Sabounchei S. J., 2007, ACTA CRYSTALLOGR E, V63, P3160. Sabounchei S.J., 2009, ANAL SCI, V26, P35. Saravanabharathi D, 2003, P INDIAN AS-CHEM SCI, V115, P741. Saravanana M, 2010, COLLOID SURFACE B, V77, P214, DOI 10.1016/j.colsurfb.2010.01.026. Sbovata SM, 2008, INORG CHIM ACTA, V361, P3177, DOI 10.1016/j.ica.2007.10.055. Schierholz JM, 1998, J HOSP INFECT, V40, P257, DOI 10.1016/S0195-6701(98)90301-2. SCHMIDBAUR H, 1974, CHEM BER-RECL, V107, P3697, DOI 10.1002/cber.19741071123. SCHMIDBAUR H, 1983, ANGEW CHEM INT EDIT, V22, P729, DOI 10.1002/anie.198307291. SCHMIDBAUR H, 1975, CHEM BER-RECL, V108, P2656, DOI 10.1002/cber.19751080821. SCHMIDBAUR H, 1977, CHEM BER-RECL, V110, P1576, DOI 10.1002/cber.19771100440. SCHMIDBAUR H, 1973, ANGEW CHEM INT EDIT, V12, P415, DOI 10.1002/anie.197304152. Shahverdi AR, 2007, NANOMED-NANOTECHNOL, V3, P168, DOI 10.1016/j.nano.2007.02.001. Sheldrick GM, 2008, ACTA CRYSTALLOGR A, V64, P112, DOI 10.1107/S0108767307043930. SLATER JC, 1964, J CHEM PHYS, V41, P3199, DOI 10.1063/1.1725697. Sondi I, 2004, J COLLOID INTERF SCI, V275, P177, DOI 10.1016/j.jcis.2004.02.012. Spannenberg A, 2000, ORGANOMETALLICS, V19, P3991, DOI 10.1021/om000429z. Stoe Cie, 2005, X AREA X RED. Stoe Cie, 2005, X STEP32. TAKAHASHI H, 1976, CHEM LETT, P15, DOI 10.1246/cl.1976.15. TAKAHASHI H, 1977, B CHEM SOC JPN, V50, P1771, DOI 10.1246/bcsj.50.1771. VICENTE J, 1994, ORGANOMETALLICS, V13, P1243, DOI 10.1021/om00016a029. VICENTE J, 1991, J CHEM SOC CHEM COMM, P1730, DOI 10.1039/c39910001730. VICENTE J, 1993, J CHEM EDUC, V70, P163. VICENTE J, 1987, J ORGANOMET CHEM, V331, P409, DOI 10.1016/0022-328X(87)80012-8. Vicente J, 1998, EUR J INORG CHEM, P511. VICENTE J, 1991, J CHEM SOC DALTON, P2579, DOI 10.1039/dt9910002579. Wittig G., 1980, ANGEW CHEM, V92, P671, DOI 10.1002/ange.19800920904. YAMAMOTO Y, 1975, J ORGANOMET CHEM, V96, P133, DOI 10.1016/S0022-328X(00)86429-3. YAMAMOTO Y, 1975, J ORGANOMET CHEM, V97, P479, DOI 10.1016/S0022-328X(00)89314-6. Yamanaka M, 2005, APPL ENVIRON MICROB, V71, P7589, DOI 10.1128/AEM.71.11.7589-7593.2005. Zhao GJ, 1998, BIOMETALS, V11, P27, DOI 10.1023/A:1009253223055.}}, doc-delivery-number = {{AY4ZH}}, doi = {{10.1016/j.poly.2014.09.030}}, funding-acknowledgement = {{Bu Ali Sina University - Iran}}, funding-text = {{We are grateful to the Bu Ali Sina University - Iran for financial support.}}, interhash = {8bb320eaa004d66a8b891e3a5c503ebd}, intrahash = {dc5cd8fc539c2723d8ae68197780ad64}, issn = {{0277-5387}}, journal = {{POLYHEDRON}}, journal-iso = {{Polyhedron}}, keywords = {Antibacterial Crystal Phosphorus Theoretical activity} complex; structure; study; ylide; {Ag(I)}, keywords-plus = {{COINAGE METAL-COMPLEXES; GRAM-NEGATIVE BACTERIA; RAY CRYSTAL-STRUCTURE; ESCHERICHIA-COLI; STRUCTURAL-CHARACTERIZATION; ANTIMICROBIAL ACTIVITY; MERCURY(II) COMPLEXES; PALLADIUM(II) COMPLEXES; STAPHYLOCOCCUS-AUREUS; MOLECULAR-STRUCTURE}}, language = {{English}}, month = {{JAN 8}}, number-of-cited-references = {{81}}, pages = {{652-664}}, publisher = {{PERGAMON-ELSEVIER SCIENCE LTD}}, research-areas = {{Chemistry; Crystallography}}, times-cited = {{9}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{New chlorine bridged binuclear silver(I) complexes of bidentate phosphorus ylides: Synthesis, spectroscopy, theoretical and anti-bacterial studies}}, type = {{Article}}, unique-id = {{ISI:000347582900083}}, usage-count-last-180-days = {{1}}, usage-count-since-2013 = {{13}}, volume = {{85}}, web-of-science-categories = {{Chemistry, Inorganic \& Nuclear; Crystallography}}, year = {{2015}} }