Abstract
The reaction of Fe(acac)3 and 2-(2′-hydroxyphenyl)oxazoline (Hphox) as a bidentate O,N donor ligand afforded a six-coordinated iron(III) complex [Fe(phox)2(acac)] with distorted octahedral configuration. The complex was isolated as an air-stable crystalline solid and characterized by elemental analysis, FTIR, solution electrical conductivity, and by single-crystal X-ray structure analysis. The structure, electronic properties, and vibrational normal modes of the complex were investigated by DFT. The use of this complex as a catalyst for the oxidation of sulfides to their corresponding sulfoxides using urea hydrogen peroxide as the primary oxidant was investigated. The catalyst shows very efficient reactivity, giving high yields and selectivities at room temperature under air.
Similar content being viewed by others
References
Amini M, Haghdoost MM, Bagherzadeh M (2014) Coord Chem Rev 268:83–100
Amini M, Haghdoost MM, Bagherzadeh M (2013) Coord Chem Rev 257:1093–1121
Jeyakumar K, Chakravarthy RD, Chand DK (2009) Catal Commun 10:1948–1951
Muthupandi P, Alamsetti SK, Sekar G (2009) Chem Commun 2009:3288–3290
Comba P, Lee Y-M, Nam W, Waleska A (2014) Chem Commun 50:412–414
Hong D, Mandal S, Yamada Y, Lee Y-M, Nam W, Llobet A, Fukuzumi S (2013) Inorg Chem 52:9522–9531
Bayat A, Shakourian-Fard M, Ehyaei N, Hashemi MM (2014) RSC Adv 4:44274–44281
Bagherzadeh M, Amini M (2009) Inorg Chem Commun 12:21–25
Hussain SMS, Ibrahim MB, Fazal A, Suleiman R, Fettouhi M, Ali BE (2014) Polyhedron 70:39–46
Amini M, Bagherzadeh M, Moradi-Shoeili Z, Boghaei DM, Ellern A, Woo LK (2013) J Coord Chem 66:464–472
Chen M-T, Chang P-J, Huang C-A, Peng K-F, Chen C-T (2009) Dalton Trans 2009:9068–9074
Bagherzadeh M, Amini M, Ellern A, Woo LK (2012) Inorg Chim Acta 383:46–51
Amini M, Bagherzadeh M, Atabaki B, Derakhshandeh PG, Ellern A, Woo LK (2014) J Coord Chem 67:1429–1436
Hoogenraad M, Ramkisoensing K, Driessen WL, Kooijman H, Spek AL, Bouwman E, Haasnoot JG, Reedijk J (2001) Inorg Chim Acta 320:117–126
Ene CD, Lungu A, Mihailciuc C, Hillebrand M, Ruiz-Perez C, Andruh M (2012) Polyhedron 31:539–547
Jaworska M, Stopa G, Stasicka Z (2010) Nitric Oxide 23:227–233
Conradie MM, van Rooyen PH, Conradie J (2013) J Mol Struct 1053:134–140
Amini M, Arab A, Derakhshandeh PG, Bagherzadeh M, Ellern A, Woo LK (2014) Spectrochim Acta A Mol Biomol Spectrosc 133:432–438
Amini M, Haghdoost MM, Bagherzadeh M, Ellern A, Woo LK (2013) Polyhedron 61:94–98
Amini M, Bigdeli M, Delsouz-Hafshejani S, Ellern A, Woo LK (2014) Z Anorg Allg Chem 640:385–389
Hoveyda HR, Kamnaname V, Rettig SJ, Orvig C (1992) Inorg Chem 31:5408–5416
Frisch MJ (2003) Gaussian 03 Revision B 03. Gaussian Inc, Pittsburgh, PA
Maurya MR, Dhaka S, Avelilla F (2014) Polyhedron 67:145–159
Crichton RR (2008) Biological inorganic chemistry, an introduction, vol 1. Elsevier, Amsterdam, The Netherlands
Bhattacharjee CR, Goswami P, Pramanik HAR, Paul PC, Mondal P (2011) Spectrochim Acta A Mol Biomol Spectrosc 78:1408–1415
Koner S, Iijima S, Mizutani F, Harata K, Watanabeb M, Nagasawa A, Sato M (1999) Polyhedron 18:2201–2204
Cappelli C, Duce C, Formica M, Fusi V, Ghezzi L, Giorgi L, Micheloni M, Paoli P, Rossi P, Rosaria Tine M (2014) Inorg Chim Acta 417:230–238
Qu Y (2012) Spectrochim Acta A Mol Biomol Spectrosc 94:205–209
Sayin K, Karakas D (2014) J Mol Struct 1076:244–250
Foresman JB, Frisch A (1996) Exploring chemistry with electronic structure methods, 2nd edn. Gaussian Inc., Pittsburgh, PA
Rastogi VK, Palafox MA, Tanwar RP, Mittal L (2002) Spectrochim Acta A Mol Biomol Spectrosc 58:1987–2004
Bellamy LJ (1975) The infrared spectra of complex molecules, 3rd edn. Wiley, New York
Shongwe MS, Al-Rashdi BA, Adams H, Morris MJ, Mikuriya M, Hearne GR (2007) Inorg Chem 46:9558–9568
Davis MI, Orville AM, Neese F, Zaleski JM, Lipscomb JD, Solomon EIJ (2002) J Am Chem Soc 124:602–614
Acknowledgments
Authors thank the Research Council of the University of Maragheh (M.A), Semnan University (A. A), and the National Science Foundation (L.K.W) for funding of this work.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Amini, M., Khaksar, M., Arab, A. et al. Catalytic behavior of an iron(III) complex containing an N,O-type bidentate oxazoline ligand for selective oxidation of sulfides. Transition Met Chem 41, 97–105 (2016). https://doi.org/10.1007/s11243-015-0001-8
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11243-015-0001-8