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Pure Appl. Chem., 2001, Vol. 73, No. 1, pp. 93-102

http://dx.doi.org/10.1351/pac200173010093

Peroxometal-mediated environmentally favorable route to brominating agents and protocols for bromination of organics

Upasana Bora, Mihir K. Chaudhuri, Deepa Dey and Siddhartha S. Dhar

Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, India

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  • Saikia Lakhinath, Talukdar Dhrubajyoti, Deka Ramesh C., Thakur Ashim J.: KI-VO(acac) 2 -H 2 O 2 -AcOH, A New Iodinating System for Selective Iodination at C-5 Position of Activated Pyrimidinediones: A Combined Experimental and Density Functional Study. J Hetercycl Chem 2013, n/a. <http://dx.doi.org/10.1002/jhet.1575>
  • Kumru Baris, Gure Baris, Bicak Niyazi: Regio -selective peroxybromination of poly(vinyl methyl ketone) as versatile tool for generation active ATRP initiation sites on solid surfaces. J. Polym. Sci. Part A: Polym. Chem. 2013, 51, 3892. <http://dx.doi.org/10.1002/pola.26790>
  • Dey Rupa Rani, Dhar Siddhartha Sankar: Ammonium persulphate promoted synthesis of polyethylene glycol entrapped potassium tribromide and its application in acylation and bromination of some selective organic compounds. Chinese Chemical Letters 2013, 24, 866. <http://dx.doi.org/10.1016/j.cclet.2013.05.036>
  • Boruah Jeena Jyoti, Das Siva Prasad, Borah Rupam, Gogoi Sandhya Rani, Islam Nashreen S.: Polymer-anchored peroxo compounds of molybdenum and tungsten as efficient and versatile catalysts for mild oxidative bromination. Polyhedron 2013, 52, 246. <http://dx.doi.org/10.1016/j.poly.2012.09.036>
  • Dey Madhudeepa, Dhar Siddhartha Sankar, Kalita Mukul: Novel Method of Synthesis of Quaternary Ammonium Tribromides and Investigation of Catalytic Role of Benzyltrimethylammonium Tribromide in Oxidation of Alcohols to Carbonyl Compounds. Synthetic Communications 2013, 43, 1734. <http://dx.doi.org/10.1080/00397911.2012.666694>
  • Subramanian K., Suresh S., Asokan K.: ELECTROSYNTHESIS OF SOLID TETRA ETHYL AMMONIUM TRIBROMIDE (TEATB) IN A MEMBRANE ELECTROLYZER. Chemical Engineering Communications 2013, 200, 1210. <http://dx.doi.org/10.1080/00986445.2012.742435>
  • Kavery Muniyappan, Govindasamy Chandramohan, Johnson Stephen: A Kinetic Study on the Oxidation of Indole by Peroxomonosulphate in Acetonitrile Solvent. Journal of the Korean Chemical Society 2013, 57, 210. <http://dx.doi.org/10.5012/jkcs.2013.57.2.210>
  • Thirunarayanan G.: Insect antifeedant potent 9H-fluorenacylbromides. QScience Connect 2013, 6. <http://dx.doi.org/10.5339/connect.2013.6>
  • Dey Madhudeepa, Dhar Siddhartha Sankar: Synthesis of quaternary ammonium tribromides: a novel green approach. Green Chemistry Letters and Reviews 2012, 5, 639. <http://dx.doi.org/10.1080/17518253.2012.692820>
  • André Rute, Natálio Filipe, Humanes Madalena, Leppin Jana, Heinze Katja, Wever Ron, Schröder H.-C., Müller Werner E. G., Tremel Wolfgang: V2O5 Nanowires with an Intrinsic Peroxidase-Like Activity. Adv Funct Mater 2011, 21, 501. <http://dx.doi.org/10.1002/adfm.201001302>
  • Thirunarayanan G.: Insect antifeedant potent 6-substituted ω-bromo-2-naphthones. J Saudi Chem Soc 2011. <http://dx.doi.org/10.1016/j.jscs.2011.12.003>
  • Natalio Filipe, André Rute, Pihan Sascha A., Humanes Madalena, Wever Ron, Tremel Wolfgang: V2O5 nanowires with an intrinsic iodination activity leading to the formation of self-assembled melanin-like biopolymers. J Materials Chemistry 2011, 21, 11923. <http://dx.doi.org/10.1039/c1jm11811k>
  • Bora Upasana, Chaudhuri Mihir K., Dey Deepa, Dhar Siddhartha S.: ChemInform Abstract: Peroxometal-Mediated Environmentally Favorable Route to Brominating Agents and Protocols for Bromination of Organics. ChemInform 2010, 32, no. <http://dx.doi.org/10.1002/chin.200138273>
  • Ghiaci M., Sedaghat M.E., Ranjbari S., Gil A.: Regioselective bromination of organic substrates by LDH-CO32−–Br− promoted by V2O5–H2O2. CATAL A GENERAL 2010, 384, 18. <http://dx.doi.org/10.1016/j.apcata.2010.05.053>
  • Podgoršek Ajda, Zupan Marko, Iskra Jernej: Oxidative Halogenierungen mit umweltschonenden Oxidationsmitteln: Sauerstoff und Wasserstoffperoxid. Angew Chem 2009, 121, 8576. <http://dx.doi.org/10.1002/ange.200901223>
  • Podgoršek Ajda, Zupan Marko, Iskra Jernej: Oxidative Halogenation with “Green” Oxidants: Oxygen and Hydrogen Peroxide. Angew Chem Int Ed 2009, 48, 8424. <http://dx.doi.org/10.1002/anie.200901223>
  • Podgoršek Ajda, Stavber Stojan, Zupan Marko, Iskra Jernej: Environmentally benign electrophilic and radical bromination ‘on water’: H2O2–HBr system versus N-bromosuccinimide. Tetrahedron 2009, 65, 4429. <http://dx.doi.org/10.1016/j.tet.2009.03.034>
  • Zende Sunil N., Kalantre Vilasrao A., Gokavi Gavisiddappa S.: Kinetics and mechanism of oxidation of dimethyl and diphenyl sulfoxides by tetrabutylammonium tribromide. J of Sulfur Chem 2008, 29, 171. <http://dx.doi.org/10.1080/17415990701824398>
  • Nath Jayashree, Chaudhuri Mihir K.: Boric acid catalyzed bromination of a variety of organic substrates: an eco-friendly and practical protocol. Green Chem Lett & Revs 2008, 1, 223. <http://dx.doi.org/10.1080/17518250902758887>
  • An Environmentally Benign Synthesis of 1-Benzyl-4-aza-1-azonia-bicyclo[2.2.2]octane Tribromide and Its Application as an Efficient and Selective Reagent for Oxidation of Sulfides to Sulfoxides in Solution and Solvent-free Conditions. Bulletin of the Korean Chemical Society 2008, 29, 1332. <http://dx.doi.org/10.5012/bkcs.2008.29.7.1332>
  • Kalantre Vilasrao A., Maradur Sanjeev P., Gokavi Gavisiddappa S.: Kinetics and mechanism of vanadium(IV) oxidation by tetrabutylammonium tribromide. Trans Met Chem 2007, 32, 214. <http://dx.doi.org/10.1007/s11243-006-0149-3>
  • Maniatakou Adamantia, Parsons Simon, Karaliota Alexandra: Photosensitized oxidation of bromide to bromine catalyzed by niobium pentachloride in methanol solution. J Photochem Photobiol A Chem 2007, 192, 29. <http://dx.doi.org/10.1016/j.jphotochem.2007.02.032>
  • Borah Ruli, Jyoti Thakur Ashim: Green Synthesis of Tetraalkylammonium Tribromide using Cerium(IV) Ammonium Nitrate (CAN) as Oxidant. Synth Comm 2007, 37, 933. <http://dx.doi.org/10.1080/00397910601163794>
  • Pourali Ali Reza, Ghanei Mersieh: Direct Iodination of Aromatic Compounds with Polyvinylpyrrolidone Supported Hydrogen Peroxide (PVP-H2O2) and Potassium Iodide or Molecular Iodine. Chin J Chem 2006, 24, 1077. <http://dx.doi.org/10.1002/cjoc.200690201>
  • Dionysiou Dionysios D., Suidan Makram T., Baudin Isabelle, Laı̂né Jean-Michel: Effect of hydrogen peroxide on the destruction of organic contaminants-synergism and inhibition in a continuous-mode photocatalytic reactor. APPLIED CATALYSIS B 2004, 50, 259. <http://dx.doi.org/10.1016/j.apcatb.2004.01.022>
  • Kar Gopa, Saikia Anil K., Bora Upasana, Dehury Sanjoy K., Chaudhuri Mihir K.: Synthesis of cetyltrimethylammonium tribromide (CTMATB) and its application in the selective oxidation of sulfides to sulfoxides. Tetrahetron Lett 2003, 44, 4503. <http://dx.doi.org/10.1016/S0040-4039(03)01015-3>