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Recent synthetic routes for the synthesis of symmetrical tris-compound

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Abstract

This review article explains sensible synthesis and applications of symmetrical tris-compounds in the past few years. The aim of this review is collecting the different procedures for the synthesis of tris-compounds with special cores. Many of these compounds principally were prepared from a precursor to the tris-structure under the various conditions. One of the key purposes of this review is to collect a series of symmetrical tris-compounds which represent varied biological and synthetical applications.

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References

  1. N.O. Mahmoodi, M.M. Zeydi, E. Biazar, J. Sulfur Chem. 37, 613 (2016)

    CAS  Google Scholar 

  2. X. Tang, Z. Yang, J. Zhang, C. Chen, H. Wu, Res. Chem. Intermed. 41, 4349 (2015)

    Article  CAS  Google Scholar 

  3. D. Rao, Q. Sheng, J. Zheng, J. Chem. Sci. 128, 1367 (2016)

    Article  CAS  Google Scholar 

  4. S. Deshmukh, K. Dingore, V. Gaikwad, M. Jachak, J. Chem. Sci. 128, 1459 (2016)

    Article  CAS  Google Scholar 

  5. S. Swami, A. Agarwala, B. Malik, R. Shrivastava, J. Chem. Sci. 128, 1451 (2016)

    Article  CAS  Google Scholar 

  6. S. Moghimi, F. Goli-Garmroodi, H. Pilali, M. Mahdavi, L. Firoozpour, H. Nadri, A. Moradi, A.A. Sadipour, A. Shafiee, A. Foroumadi, J. Chem. Sci. 128, 1445 (2016)

    Article  CAS  Google Scholar 

  7. F. Danneberg, A. Ghidini, P. Dogandzhiyski, E. Kalden, R. Stromberg, M.W. Gobel, Beilstein J. Org. Chem. 11, 493 (2015)

    Article  CAS  Google Scholar 

  8. E.B. Getz, M. Xiao, T. Chakrabarty, R. Cooke, P.R. Selvin, Anal. Biochem. 273, 73 (1999)

    Article  CAS  Google Scholar 

  9. C. Pettinari, F. Marchetti, G. Lupidi, L. Quassinti, M. Bramucci, D. Petrelli, L.A. Vitali, M.F.C. Guedes da Silva, L.M.D.R.S. Martins, P. Smolenski, A.J.L. Pombeiro, Inorg. Chem. 50, 11173 (2011)

    Article  CAS  Google Scholar 

  10. I.P. Ejidike, P.A. Ajibade, Res. Chem. Intermed. 42, 6543 (2016)

    Article  CAS  Google Scholar 

  11. M. Laskoski, T.M. Keller, The Government of the United States of America, as represented by the Secretary of the Navy, Patent, US2016/311976, (A1) (2016)

  12. J. Sanchez-Nieves, P. Ortega, M.A. Munoz-Fernandez, R. Gomez, F. Javier de la Mata, Tetrahedron 66, 9203 (2010)

    Article  CAS  Google Scholar 

  13. M.S.I. Makki, D. Staneva, T.R. Sobahi, P. Bosch, R.M. Abdel-Rahman, I. Grabchev, Tetrahedron 70, 9366 (2014)

    Article  CAS  Google Scholar 

  14. M. Thelakkat, H.W. Schmidt, Adv. Mater. 10, 219 (1998)

    Article  CAS  Google Scholar 

  15. M.R. Shaaban, Chem. Cent. J. 7, 105 (2013)

    Article  Google Scholar 

  16. J. Crecente-Campo, S. Fernandez-Sanchez, J.A. Seijas, M.P. Vazquez-Tato, Int. Electro. C. Synth. Org. Chem. 13, 1 (2009)

    Google Scholar 

  17. M. Watanabe, M. Nishiyama, T. Yamamoto, Y. Koie, Tetrahedron Lett. 41, 481 (2000)

    Article  CAS  Google Scholar 

  18. Y. Kuwabara, H. Ogawa, H. Inada, N. Noma, Y. Shirota, Adv. Mater. 6, 677 (1994)

    Article  CAS  Google Scholar 

  19. N. Divia, S. Mathew, T.D.R. Nair, K.R. Haridas, J. Am. Inst. Chem. 86, 17 (2013)

    Google Scholar 

  20. A. Chouai, V.J. Venditto, E.E. Simanek, Org. Synth. 86, 141 (2009)

    Article  CAS  Google Scholar 

  21. P.G. Potvin, R. Gau, C.M. Unrau, N.K. Gehl, Can. J. Chem. 67, 1363 (1989)

    Article  CAS  Google Scholar 

  22. C. Holst, D. Schollmeyer, H. Meier, Z. Naturforsch. 66, 935 (2011)

    Article  CAS  Google Scholar 

  23. N.G. Kang, K. Kokubo, S. Jeon, M. Wang, C.L. Lee, T. Canteenwala, L.S. Tan, L.Y. Chiang, Molecules 20, 4635 (2015)

    Article  CAS  Google Scholar 

  24. T. Mallegol, S. Gmouh, M.A.A. Meziane, M. Blanchard-Desce, O. Mongin, Synthesis 11, 1771 (2005)

    Google Scholar 

  25. T.R. Chan, R. Hilgraf, K.B. Sharpless, V.V. Fokin, Org. Lett. 6, 2853 (2004)

    Article  CAS  Google Scholar 

  26. P.S. Donnelly, S.D. Zanatta, S.C. Zammit, J.M. White, S.J. Williams, Chem. Commun. 21, 2459 (2008)

    Article  Google Scholar 

  27. H. Nakajima, M. Takahashi, Y. Kimura, Macromol. Mater. Eng. 295, 460 (2010)

    CAS  Google Scholar 

  28. M.V. Zatsepina, T.V. Artamonova, G.I. Koldobskii, Russ. J. Org. Chem. 44, 577 (2008)

    Article  CAS  Google Scholar 

  29. C. Glotzbach, N. Godeke, R. Frohlich, C.G. Daniliuc, S. Saito, S. Yamaguchi, E.U. Wurthwein, Dalton Trans. 44, 9659 (2015)

    Article  CAS  Google Scholar 

  30. W.J. King, F.F. Nord, J. Org. Chem. 13, 635 (1948)

    Article  CAS  Google Scholar 

  31. P.K. Sarswat, A. Sathyapalan, Y. Zhu, M.L. Free, J. Theor. Appl. Phys. 7, 1 (2013)

    Article  Google Scholar 

  32. S.J. Kim, C.K. Lee, Bull. Korean Chem. Soc. 30, 2789 (2009)

    Article  CAS  Google Scholar 

  33. A. Suzuki, D. Nagai, B. Ochiai, T. Endo, Macromolecules 37, 8823 (2004)

    Article  CAS  Google Scholar 

  34. D.L. Yabroff, G.E.K. Branch, B. Bettman, J. Am. Chem. Soc. 56, 1850 (1934)

    Article  CAS  Google Scholar 

  35. C.M. Whitaker, R.J. McMahon, J. Phys. Chem. 100, 1081 (1996)

    Article  CAS  Google Scholar 

  36. M. Thelakkat, C. Schimitz, C. Hohle, P. Strohriehrieg, H.-W. Schmidt, U. Hofmann, S. Schloter, D. Haarer, Phys. Chem. Chem. Phys 1, 1693 (1999)

    Article  CAS  Google Scholar 

  37. D.C. Tahmassebi, T. Sasaki, J. Org. Chem. 59, 679 (1994)

    Article  CAS  Google Scholar 

  38. M.A. Zolfigol, P. Salehi, M. Shiri, A. Sayadi, A. Abdoli, H. Keypour, M. Rezaeivala, K. Niknam, E. Kolvari, Mol. Divers. 12, 203 (2008)

    Article  CAS  Google Scholar 

  39. R. Ghorbani-Vaghei, H. Veisi, H. Keypour, A.A. Dehghani-Firouzabadi, Mol. Divers. 14, 87 (2010)

    Article  CAS  Google Scholar 

  40. N.O. Mahmoodi, M.M. Zeydi, M. Mamaghani, N. Montazeri, Res. Chem. Intermed. 1, 1 (2016)

    Google Scholar 

  41. N.O. Mahmoodi, K. Tabatabaeian, H. Kiyani, Helv. Chim. Acta 95, 536 (2012)

    Article  CAS  Google Scholar 

  42. N.O. Mahmoodi, N. Hajati, J. Chin. Chem. Soc. 49, 91 (2002)

    Article  CAS  Google Scholar 

  43. V.A. Tartakovsky, A.E. Frumkin, A.M. Churakov, Y.A. Strelenko, Int. Ed. 54, 719 (2005)

    CAS  Google Scholar 

  44. R. Huisgen, H.V. Sturm, M. Seidel, Chem. Ber. 94, 1555 (1961)

    Article  CAS  Google Scholar 

  45. P. Rajakumar, V. Kalpana, S. Ganesan, P. Maruthamuthu, Tetrahedron Lett. 52, 5812 (2011)

    Article  CAS  Google Scholar 

  46. A. Abdelli, A. Gaucher, M. Lotfi Efrit, H. Mrabet, D. Prim, Tetrahedron Lett. 56, 1679 (2015)

    Article  CAS  Google Scholar 

  47. W. Karuehanon, W. Fanfuenha, A. Rujiwatra, M. Pattarawarapan, Tetrahedron Lett. 53, 3486 (2012)

    Article  CAS  Google Scholar 

  48. K.A. Kolmakov, J. Heterocycl. Chem. 45, 533 (2008)

    Article  CAS  Google Scholar 

  49. M. Ghosh, M.J. Miller, J. Org. Chem. 59, 1020 (1994)

    Article  CAS  Google Scholar 

  50. D. Giguere, R. Patnam, M.A. Bellefleur, C. St-Pierre, S. Sato, R. Roy, Chem. Commun. 2379 (2006). https://doi.org/10.1039/b517529a

  51. W. Hayes, H.M.I. Osborn, S.D. Osborne, R.A. Rastall, B. Romagnoli, Tetrahedron 59, 7983 (2003)

    Article  CAS  Google Scholar 

  52. Y.M. Chabre, D. Giguère, B. Blanchard, J. Rodrigue, S. Rocheleau, M. Neault, S. Rauthu, A. Papadopoulos, A.A. Arnold, A. Imberty, R. Roy, Chem. Eur. J. 17, 6545 (2011)

    Article  CAS  Google Scholar 

  53. Y.M. Chabre, A. Papadopoulos, A.A. Arnold, R. Roy, Beilstein J. Org. Chem. 10, 1524 (2014)

    Article  Google Scholar 

  54. Y.M. Chabre, D. Giguere, B. Blanchard, J. Rodrigue, S. Rocheleau, M. Neault, S. Rauthu, A. Papadopoulos, A.A. Arnold, A. Imberty, R. Roy, Chem. Eur. J. 17, 6545 (2011)

    Article  CAS  Google Scholar 

  55. Y.M. Chabre, C. Contino-Pepin, V. Placide, T.C. Shiao, R. Roy, J. Org. Chem. 73, 5602 (2008)

    Article  CAS  Google Scholar 

  56. P. Norouzi, A. Nemati, N. Tajarod, M.R. Ganjali, Int. J. Electrochem. Sci. 4, 1109 (2009)

    CAS  Google Scholar 

  57. Z.E. Koc, H.I. Ucan, J. Macromol. Sci. 45, 1072 (2008)

    Article  CAS  Google Scholar 

  58. Y.T. Wang, M.T. Chang, G.H. Lee, S.M. Peng, C.W. Chiu, Chem. Commun. 49, 7258 (2013)

    Article  CAS  Google Scholar 

  59. L. Chen, J. Kim, T. Ishizuka, Y. Honsho, A. Saeki, S. Seki, H. Ihee, D. Jiang, J. Am. Chem. Soc. 131, 7287 (2009)

    Article  CAS  Google Scholar 

  60. C.Y. Hsu, L.W. Chan, G.H. Lee, S.M. Peng, C.W. Chiu, Dalton Trans. (2015). https://doi.org/10.1039/c5dt00694e

    Google Scholar 

  61. N. Sharma, R. Sharma, M. Kumari, S.C. Chaudhry, Turk. J. Chem. 35, 45 (2011)

    CAS  Google Scholar 

  62. J. Lacour, C. Ging linger, Grivet C, G. Bernardinelli, Angew. Chem. Int. Ed. Engl. 36, 308 (1997)

    Article  Google Scholar 

  63. A. Yeh, M.S. Jan, T.R. Chen, Mater. Lett. 61, 259 (2007)

    Article  CAS  Google Scholar 

  64. E.Y.X. Chen, Tris(pentafluorophenyl)alane. (2012) https://doi.org/10.1002/047084289X.rn01382

  65. J.B. Work, Inorg. Synth. II, 221 (1946)

    CAS  Google Scholar 

  66. J.C. Bailar, E.M. Jones, Inorg. Synth. 1, 35 (1939)

    Article  Google Scholar 

  67. B. Ksapabutr, M. Panapoy, Fabrication of ceramic nanofiber using atrane precursor. Nanofibers 367, 1 (2010)

    Google Scholar 

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Acknowledgements

The partial support of this research by the Research Committee of University of Guilan is gratefully acknowledged.

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Correspondence to Nosrat O. Mahmoodi.

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Mahmoodi, N.O., Zeydi, M.M. Recent synthetic routes for the synthesis of symmetrical tris-compound. J IRAN CHEM SOC 15, 311–336 (2018). https://doi.org/10.1007/s13738-017-1233-7

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  • DOI: https://doi.org/10.1007/s13738-017-1233-7

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