Topics in Current Chemistry

, 374:74 | Cite as

Advances in Green Organic Sonochemistry

Review
Part of the following topical collections:
  1. Sonochemistry: From basic principles to innovative applications

Abstract

Over the past 15 years, sustainable chemistry has emerged as a new paradigm in the development of chemistry. In the field of organic synthesis, green chemistry rhymes with relevant choice of starting materials, atom economy, methodologies that minimize the number of chemical steps, appropriate use of benign solvents and reagents, efficient strategies for product isolation and purification and energy minimization. In that context, unconventional methods, and especially ultrasound, can be a fine addition towards achieving these green requirements. Undoubtedly, sonochemistry is considered as being one of the most promising green chemical methods (Cravotto et al. Catal Commun 63: 2–9, 2015). This review is devoted to the most striking results obtained in green organic sonochemistry between 2006 and 2016. Furthermore, among catalytic transformations, oxidation reactions are the most polluting reactions in the chemical industry; thus, we have focused a part of our review on the very promising catalytic activity of ultrasound for oxidative purposes.

Keywords

Ultrasound Sonochemistry Green chemistry Sustainable chemistry Oxidation Catalysis Enzymatic catalysis 

References

  1. 1.
    Cravotto G, Boretto E, Oliverio M, Propocio A, Penoni A (2015) Catal Commun 63:2–9CrossRefGoogle Scholar
  2. 2.
    Morris P J T, Murmann J P (2002) In: Mokyr j (ed) The Oxford encyclopedia of economic history. Oxford University Press, OxfordGoogle Scholar
  3. 3.
    Chatel G, Leclerc L, Naffrechoux E, Bas C, Kardos N, Goux-Henry C, Andrioletti B, Draye M (2012) J Chem Eng Data 57:3385–3390CrossRefGoogle Scholar
  4. 4.
    Draye M, Estager J, Naffrechoux E, Lévêque JM (2011) In: Bazureau JP, Draye M (eds) Ultrasound and microwaves: recent advances in organic chemistry. Transworld Research Network, KeralaGoogle Scholar
  5. 5.
    Cintas P (2016) Ultrason Sonochem 28:257–258CrossRefGoogle Scholar
  6. 6.
    Varma RS, Naicker K, Kumar D (1999) J Mol Catal A Chem 149:153–160CrossRefGoogle Scholar
  7. 7.
    Gawande MB, Bonifácio VDB, Luque R, Branco P, Varma RS (2014) ChemSusChem 7:24–44CrossRefGoogle Scholar
  8. 8.
    Prat D, Hayler J, Wells A (2014) Green Chem 16:4546–4551CrossRefGoogle Scholar
  9. 9.
    Jimenez-Gonzalez C, Ponder C, Broxterman QB, Manley JB (2011) Org Process Res Dev 15:912–917CrossRefGoogle Scholar
  10. 10.
    Shanab K, Neudorfer K, Schirmer E, Spreitzer H (2013) Curr Org Chem 17:1179–1187CrossRefGoogle Scholar
  11. 11.
    Varma RS (1999) Green Chem 1:43–55CrossRefGoogle Scholar
  12. 12.
    Nasir Baig RB, Varma RS (2012) Chem Commun 41:1559–1584Google Scholar
  13. 13.
    Nasir Baig RB, Varma RS (2013) Green Chem 15:398–417CrossRefGoogle Scholar
  14. 14.
    Polshettiwar V, Varma RS (2008) Chem Soc Rev 37:1546–1557CrossRefGoogle Scholar
  15. 15.
    Sheldon RA (2005) Green Chem 7:267–278CrossRefGoogle Scholar
  16. 16.
    Sheldon RA (1996) J Mol Catal A: Chem 107:75–83CrossRefGoogle Scholar
  17. 17.
    Richards WT, Loomis AL (1927) J Am Chem Soc 49:3086–3100CrossRefGoogle Scholar
  18. 18.
    Simon M-O, Li C-J (2012) Chem Soc Rev 41:1415–1427CrossRefGoogle Scholar
  19. 19.
    Severa J, Bár J (1991) Handbook of radioactive contamination and decontamination. Elsevier, Amsterdam, p 126Google Scholar
  20. 20.
    Abaee AS, Hamidi V, Mojtahedi MM (2008) Ultrasonics Sonochem 15:823–827CrossRefGoogle Scholar
  21. 21.
    Rostmania S, Lamei K (2011) Synthesis 19:3080–3082CrossRefGoogle Scholar
  22. 22.
    Bandyopadhyay D, Mukherjee S, Turrubiartes LC, Banik BK (2012) Ultrasonics Sonochem 19:969–973CrossRefGoogle Scholar
  23. 23.
    Almeida AAR (2013) Green Chem Lett Rev 6:129–133CrossRefGoogle Scholar
  24. 24.
    Pagadala R, Maddila S, Jonnalagadda SB (2014) Green Chem Lett Rev 7:131–136CrossRefGoogle Scholar
  25. 25.
    Ramazani A, Rouhani M, Joo SW (2016) Ultrasonics Sonochem 28:393–399CrossRefGoogle Scholar
  26. 26.
    Cintas P, Tagliapietra S, Calcio Gaudino E, Palmisano G, Cravotto G (2014) Green Chem 16:1056–1065CrossRefGoogle Scholar
  27. 27.
    Cravotto G, Orio L, Calcio Gaudino E, Martina K, Tavor D, Wolfson A (2011) ChemSusChem 4:1130–1134CrossRefGoogle Scholar
  28. 28.
    Nagrik DM, Ambhore DM, Gawande MB (2010) Int J Chem 2:98–101Google Scholar
  29. 29.
    He L, Qin S, Chang T, Sun Y, Zhao J (2014) Int J Mol Sci 15:8656–8666CrossRefGoogle Scholar
  30. 30.
    Rulev AY (2011) Russ Chem Rev 80:197–2018CrossRefGoogle Scholar
  31. 31.
    Yang J-M, Ji S-J, Gu D-G, Shen Z-L, Wang S-Y (2005) J Organomet Chem 690:2989–2995CrossRefGoogle Scholar
  32. 32.
    Du X-J, Wang Z-P, Hou Y-L, Zhang C, Li Z-M, Zhao W-G (2014) Tetrahedron Lett 55:1002–1005CrossRefGoogle Scholar
  33. 33.
    Zahra R, Hossein N, Ramin G (2015) RSC Adv 5:99148–99152CrossRefGoogle Scholar
  34. 34.
    Qian C, Huang T (1998) J Org Chem 63:4125–4128CrossRefGoogle Scholar
  35. 35.
    Xia M, Lu Y-D (2007) Ultrason Sonochem 14:235–240Google Scholar
  36. 36.
    Niralwad KS, Shingate BB, Shingare MS (2010) Ultrasonics Sonochem 17:760–763CrossRefGoogle Scholar
  37. 37.
    Gulevich AV, Shpilevaya IV, Nenajdenko VG (2009) Eur J Org Chem 3801–3808Google Scholar
  38. 38.
    Jonnalagadda SC, Cruz JS, Connell RJ, Scott PM (2009) Tetrahedron Lett 50:4314–4317CrossRefGoogle Scholar
  39. 39.
    Cui C, Zhu C, Du X-J, Wang Z-P, Li Z-M, Zhao W-G (2012) Green Chem 14:3157–3163CrossRefGoogle Scholar
  40. 40.
    Zhang L, Guan LP, Sun XY, Wei CX, Chai KY, Quan ZS (2009) Chem Bio Drug Design 73:313–319CrossRefGoogle Scholar
  41. 41.
    Nomoto Y, Obase H, Takai H, Teranishi M, Nakamura J, Kubo K (1990) Chem Pharm Bull 38:2179–2183CrossRefGoogle Scholar
  42. 42.
    Bruno O, Brullo C, Schenone S, Ranise A, Bondavalli F, Barocelli E, Tognolini M, Magnanini F, Ballabeni V (2002) Farmaco 57:753–758CrossRefGoogle Scholar
  43. 43.
    Zonouzi A, Hosseinzadeh F, Karimi N, Mirzazadeh R, Ng SW (2012) Comb Sci 15:240–246CrossRefGoogle Scholar
  44. 44.
    Shukla G, Verma RK, Verma GK, Singh MS (2011) Tetrahedron Lett 52:7195–7198CrossRefGoogle Scholar
  45. 45.
    Thirupathaiah B, Reddy MV, Jeong YT (2015) Tetrahedron 71:2168–2176Google Scholar
  46. 46.
    Ravindran G, Muthusubramanian S, Selvaraj S, Perumal S (2007) J Heterocycl Chem 44:133CrossRefGoogle Scholar
  47. 47.
    Almstrom GK (1916) Liebigs Ann Chem 411:350–382CrossRefGoogle Scholar
  48. 48.
    He J, Shi L, Liu S, Jia P, Wang J, Hu R (2014) Monatsch Chem 145:213–216CrossRefGoogle Scholar
  49. 49.
    Mojtahedi MM, Abaee MS, Hamidi V, Zolfagharu A (2007) Ultrason Sonochem 14:596–598CrossRefGoogle Scholar
  50. 50.
    Mahamuni NN, Gogate PR, Pandit AB (2006) Ind Eng Chem Res 45:98–108CrossRefGoogle Scholar
  51. 51.
    Naik R, Nizam A, Siddekha A, Pasha MA (2011) Ultrason Sonochem 18:1124–1127CrossRefGoogle Scholar
  52. 52.
    Napoly F, Kardos N, Jean-Gérard L, Goux-Henry C, Andrioletti B, Draye M (2015) Ind Eng Chem Res 54:6046–6051CrossRefGoogle Scholar
  53. 53.
    Chatel G, De Oliveira Vigier K, Jérôme F (2014) Chem Sus Chem 7:2774–2787CrossRefGoogle Scholar
  54. 54.
    Chatel G, Monnier C, Kardos N, Voiron C, Andrioletti B, Draye M (2014) Appl Catal A 478:157–164CrossRefGoogle Scholar
  55. 55.
    Rinsant D, Chatel G, Jérôme F (2014) Chem Cat Chem 6:3355–3359Google Scholar
  56. 56.
    Neuenschwander U, Neuenschwander J, Hermans I (2012) Ultrason Sonochem 19:1011–1014CrossRefGoogle Scholar
  57. 57.
    Mahamuni NN, Gogate PR, Pandit AB (2006) Ind Eng Chem Res 45:8829–8836CrossRefGoogle Scholar
  58. 58.
    Khatri PK, Jain SL, Sain B (2011) Ind Eng Chem Res 50:701–704CrossRefGoogle Scholar
  59. 59.
    Martin-Aranda RM, Calvino-Casilda V (2010) Recent Pat Chem Eng 3:82–98Google Scholar
  60. 60.
    Chatel G, MacFarlane DR (2014) Chem Soc Rev 43:8132–8149CrossRefGoogle Scholar
  61. 61.
    Jin H, Zhao H, Zhao F, Li S, Liu W, Zhou G, Tao K, Hou T (2009) Ultrason Sonochem 16:304–307CrossRefGoogle Scholar
  62. 62.
    Rayati S, Sheybanifard Z (2015) J Porphyrins Phthalocyanines 19:622–630Google Scholar
  63. 63.
    Rayati S, Bholoulbandi Z (2014) C R Chimie 17:62–64CrossRefGoogle Scholar
  64. 64.
    Chatel G, Goux-Henry C, Kardos N, Suptil J, Andrioletti B, Draye M (2012) Ultrason Sonochem 19:390–394CrossRefGoogle Scholar
  65. 65.
    Rose E, Andrioletti B, Zrig S, Quelquejeu-Ethève M (2005) Chem Soc Rev 34:573–583CrossRefGoogle Scholar
  66. 66.
    Chatel G, Goux-Henry C, Mirabaud A, Rossi T, Kardos N, Andrioletti B, Draye M (2012) J Catal 291:127–132CrossRefGoogle Scholar
  67. 67.
    Collman JP, Wang Z, Straumanis A, Quelquejeu M (1999) J Am Chem Soc 121:460–461CrossRefGoogle Scholar
  68. 68.
    Rokhina EV, Lens P, Virkutyte J (2009) Trends Biotechnol 27:298–306CrossRefGoogle Scholar
  69. 69.
    Kwiatkowska B, Bennett J, Akunna J, Walker GM, Bremner DH (2011) Biotechnol Adv 29:768–780CrossRefGoogle Scholar
  70. 70.
    Adulkar TV, Rathod VK (2014) Ultrason Sonochem 21:1083–1089CrossRefGoogle Scholar
  71. 71.
    Sutar RS, Rathod VK (2015) Ultrason Sonochem 24:80–86CrossRefGoogle Scholar
  72. 72.
    Herran NS, Casas Lopez JL, Sanchez Perez JA, Chisti Y (2008) J Chem Technol Biotechnol 83:593–600CrossRefGoogle Scholar
  73. 73.
    Guo Y, Kim SH, Sung SH, Lee P (2010) Int J Hydrogen Energy 35:3450–3455CrossRefGoogle Scholar
  74. 74.
    Wang Z, Lin X, Li P, Zhang J, Wang S, Ma H (2012) Bioresour Technol 117:222–227Google Scholar
  75. 75.
    Ramadoss G, Muthukumar K (2016) Ultrason Sonochem 28:207–217CrossRefGoogle Scholar
  76. 76.
    Chen Z-G, Zong M-H, Gu Z-X, Han Y-B (2008) Bioprocess Biosyst Eng 31:351–356CrossRefGoogle Scholar
  77. 77.
    Tomke PD, Rathod VK (2015) Ultrason Sonochem 27:241–246CrossRefGoogle Scholar
  78. 78.
    Zhao X, Bansode SR, Ribeiro A, Abreu AS, Oliveira C, Parpot P, Gogate PR, Rathod VK, Cavaco-Paulo A (2016) Ultrason Sonochem 31:506–511CrossRefGoogle Scholar
  79. 79.
    Gumel AM, Annuar MSM, Chisti Y (2013) Ultrason Sonochem 20:937–947CrossRefGoogle Scholar
  80. 80.
    Ceni G, Costa da Silva P, Lerin LA, Oliveira JV, Toniazzo G, Treichel H, Oestreicher EG, de Oliveira D (2011) Enzyme and Microbial Technology 48:169–174CrossRefGoogle Scholar
  81. 81.
    Fiametti KG, Ustra MK, de Oliveira D, Corazza ML, Furigo A Jr, Oliveira JV (2012) Ultrason Sonochem 19:440–451CrossRefGoogle Scholar
  82. 82.
    Xiao Y, Yang L, Mao P, Zhao Z, Lin X (2011) Ultrason Sonochem 18:303–309CrossRefGoogle Scholar
  83. 83.
    Wang Z, Wang R, Tian J, Zhao B, Wei X-F, Su Y-L, Li C-Y, Cao S-G, Ji T-F, Wang L (2010) J Asian Nat Prod Res 12:56–63CrossRefGoogle Scholar
  84. 84.
    Kuo C-H, Hsiao F-W, Chen J-H, Hsieh C-W, Liu Y-C, Shieh C-J (2013) Ultrason Sonochem 20:546–552CrossRefGoogle Scholar
  85. 85.
    Bansode SR, Rathod VK (2014) Process Biochem 49:1297–1303CrossRefGoogle Scholar
  86. 86.
    Khan NR, Jadhav SV, Rathod VK (2015) Ultrason Sonochem 27:522–529CrossRefGoogle Scholar
  87. 87.
    Lerin LA, Feiten MC, Richetti A, Toniazzo G, Treichel H, Mazutti MA, Oliveira JV, Oestreicher EG, de Oliveira D (2011) Ultrason Sonochem 18:988–996CrossRefGoogle Scholar
  88. 88.
    Balen M, Silveira C, Kratz JM, Simões CMO, Valério A, Ninow JL, Nandi LG, Di Luccio M, de Oliveira D (2015) Biocatalysis and Agricultural Biotechnology 4:514–520CrossRefGoogle Scholar
  89. 89.
    Alves JS, Garcia-Galan C, Danelli D, Paludo N, Barbosa O, Rodrigues RC, Fernandez-Lafuente R (2015) Catal Today 255:27–32CrossRefGoogle Scholar
  90. 90.
    Baiyi A, Hailin F, Zhuofu W, Lu Z, Lei W, Zhi W, Guang C (2016) Molecules 21:565–572CrossRefGoogle Scholar
  91. 91.
    Gumel AM, Annuar MSM, Chisti Y, Heidelberg T (2012) Ultrason Sonochem 19:659–667CrossRefGoogle Scholar
  92. 92.
    Lee SH, Nguyen HM, Koo Y-M, Ha SH (2008) Process Biochem 43:1009–1012CrossRefGoogle Scholar
  93. 93.
    Wang J, Wang S, Li Z, Gu S, Wu X, Wu F (2015) J Mol Catal B Enzym 111:21–28CrossRefGoogle Scholar
  94. 94.
    Zang C-Z, Kan S-C, Yeh C-W, Lin C-C, Shieh C-J, Liu Y-C (2015) Ultrason Sonochem 26:415–421CrossRefGoogle Scholar
  95. 95.
    Dinica RM, Furdui B, Ghinea IO, Bahrim G, Bonte S, Demeunynck M (2013) Mar Drugs 11:431–439CrossRefGoogle Scholar
  96. 96.
    McCausland LJ, Cains PW (2004) Biotechnol Genet Eng Rev 21:3–10CrossRefGoogle Scholar
  97. 97.
    Ruecroft G, Hipkiss D, Ly T, Maxted N, Cains PW (2005) Org Process Res Dev 9:923–932CrossRefGoogle Scholar

Copyright information

© Springer International Publishing Switzerland 2016

Authors and Affiliations

  1. 1.Laboratoire de Chimie Moléculaire et EnvironnementUniversité Savoie Mont BlancLe Bourget du Lac CedexFrance

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