1,930
Views
4
CrossRef citations to date
0
Altmetric
LETTER

Ultrasonic and microwave effects in polyethylene glycol-bound metal nitrate initiated nitration of aromatic compounds under acid free conditions

, , , , , , , , & show all
Pages 50-55 | Received 25 Apr 2014, Accepted 05 Oct 2015, Published online: 17 Nov 2015

References

  • Olah, G.A.; Malhotra, R.; Narang, S.C. Organic Nitro Chemistry Series – Nitration Methods and Mechanisms; VCH: New York, 1989.
  • Hoggett, J.G.; Monodie, R.B.; Penton, J.R.; Schofield, K. Nitration and Aromatic Reactivity; Cambridge University Press: London, 1971.
  • Ono, N. The Nitro Group in Organic Synthesis; Wiley-VCH: New York, 2001.
  • Paul Selvam, J.J.; Suresh, V.; Rajesh, K.; Ravinder Reddy, S.; Venkateswarlu, Y. Tetrahedron Lett. 2006, 47, 2507–2509.
  • Kogelbauer, A.; Vassena, D.; Prins, R.; Armor, J.N. Catal. Today. 2000, 55, 151–160.
  • Riego, J.M.; Sedin, Z.; Zaldivar, J.M.; Marziano, N.C.; Tortato, C. Tetrahedron Lett. 1996, 37, 513–516.
  • Peng, X.; Suzuki, H.; Lu, C. Tetrahedron Lett. 2001, 42, 4357–4359.
  • Radoslaw, R.B.; Andrew, J.S. Tetrahedron Lett. 2001, 42, 6767–6769.
  • Rodrigues, J.A.R.; Oliveira Filho, A.P.; Moran, P.J.S.; Custodio, R. Tetrahedron. 1999, 55, 6733–6738.
  • Firouzabadi, H.; Iranpoor, N.; Zolfigol, M.A. Iran. J. Chem. Chem. Eng. 1997, 16, 48–58.
  • (a) Anastas, P.T.; Warner, J. Green Chemistry: Theory and Practice; Oxford University Press: Oxford, 1998; (b) Anastas, P.T.; Williamson, T.C. Green Chemistry: Frontiers in Benign Chemical Synthesis and Processes; Oxford University Press: New York, 1998; (c) Lancaster, M. Green Chemistry: An Introductory Text; RSC: London, 2002; (d) Anastas, P.T.; Kirchhoff, M.M. Acc. Chem. Res. 2002, 35, 686–694; (e) Lancaster, M. Green Chemistry: An Introductory Text; RSC: Cambridge, 2002; (f) Yamamoto, A. Pure. Appl. Chem. 2002, 74, 1–5; (g) Eissen, M.; Metzger, J.O. Chem. Eur. J. 2002, 8, 3580–3585; (h) Andrade, Carlos Kleber Z.; Alves, Luana M. Curr. Org. Chem. 2005, 9, 195–218; (i) Li, C.J. Chem. Rev. 2005, 105, 3095–3166.
  • Kobayashi, Shū. Water in Organic Synthesis, Workbench Edition (Science of Synthesis); 1st ed., Georg Thieme Verlag: Stuttgart, 2012.
  • (a) Rideout, D.C.; Breslow, R. J. Am. Chem. Soc. 1980, 102, 7816–7817; (b) Breslow, R.; Maitra, U.; Rideout, D.C. Tetrahedron Lett. 1983, 24, 1901–1904; (c) Breslow, R.; Maitra, U. Tetrahedron Lett. 1984, 25, 1239–1240.
  • (a) Grieco, P.A.; Garner, P.; He, Z. J. Org. Chem. 1983, 24, 1897–1900; (b) Grieco, P.A.; Yoshida, K.; Garner, P. J. Org. Chem. 1983, 48, 3137–3139.
  • Lindström, U.M. Chem. Rev. 2002, 102, 2751–2772.
  • Corma, A.; Garcia, H. Chem. Rev. 2003, 103, 4307–4366.
  • Francisco Alonso, Irina P. Beletskaya; Yusa, Miguel. Tetrahedron. 2005, 61, 11771–11835.
  • (a) Dittmer, D.C. Chem. Ind. 1997, 19, 779–784; (b) Kumar, A.; Sharma, S. Green Chem. 2011, 13, 2017–2020.
  • (a) Mason, T.J. Chemistry with Ultrasound; Elsevier Science Publishers Ltd.: London, 1990; (b) Kottrorearou, A.; Hoffman, M.R. J. Phys. Chem. 1991, 95, 3630–3638; (c) Suslick, K.S.; Flannigan, D.J. Annu. Rev. Phys. Chem. 2008, 59, 659–683; (d) Suslick, K.S. Ultrasound, Its Chemical, Physical and Biological Effects; VCH: New York, 1988.
  • (a) Margulis, M.A. Advances in Sonochemistry. In Greenwich Connection, Vol. 1: Mason, T.J., Ed.; JA: London, 1990; p. 49; (b) Mason, T.J. Chem. Soc. Rev. 1997, 26, 443–451.
  • (a) Suslick, K.S. Science, 1990, 4, 1439–1445; (b) Cravotto, G.; Cintas, P. Chem. Soc. Rev. 2006, 35, 180–196; (c) Fillion, H.; Luche, J.L. Selected Experiments. In Synthetic Organic Sonochemistry, Luche, J.L., Ed., Plenum: New York, 1998; pp. 91–106.
  • (a) Goharshadi, E.K.; Ding, Y.; Jorabachi, N.M.; Nancarrow, P. Ultrason. Sonochem. 2009, 16, 120–123; (b) Mahdavinia, G.H.; Rostamizadeh, S.; Amani, A.M.; Emdadi, Z. Ultrason. Sonochem. 2009, 16, 7–10; (c) Puri, S.; Kaur, B.; Parmar, A.; Kumar, H. Ultrason. Sonochem. 2009, 16, 705–707.
  • Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron. 2001, 5, 9225–9283.
  • (a) Varma, R.S. Green Chem. 1999, 1, 43–55; (b) Vivek, P.; Varma, R.S. Chem. Res. 2008, 41, 629–639.
  • Oliver Kappe, C. Angew. Chem. Int. Ed. 2004, 43, 6250–6284.
  • Strauss, C.R.; Trainor, R.W. Aust. J. Chem. 1995, 48, 1665–1692.
  • Abraham, M.A.; Moens, L. Clean Solvents, Alternative Media for Chemical Reactions and Processing, ACS Symposium Series 819; American Chemical Society: Washington, DC, 2002.
  • Chen, J.; Spear, S.K.; Huddleston, J.G.; Rogers, R.D. Green Chem. 2005, 7, 64–82.
  • (a) Ferravoschi, P.; Fiecchi, A.; Grisenti, P.; Santaniello, E.; Trave, S. Synth. Commun. 1987, 17, 1569–1575; (b) Leininger, N.F.; Clontz, R.; Gainer, J.L.; Kirwan, D.J. Chem. Eng. Commun. 2003, 190, 431–444; (c) Sukata, K. Bull. Chem. Soc. Jpn. 1984, 57, 613–614; (d) Badone, D.; Jommi, G.; Pagligrin, R.; Tavecchia, P. Synthesis 1987, 1987 (10), 920–921; (e) Chandrasekhar, S.; Narsihmulu, Ch.; Sultana, S.S.; Reddy, N.R. Chem. Commun. 2003, No. 14, 1716–1717; (f) Chandrasekhar, S.; Narsihmulu, Ch.; Chandrashekar, G.; Shyamsunder, T. Tetrahedron Lett. 2004, 45, 2421–2423; (g) Santaniello, E.; Manzocchi, A.; Sozzani, P. Tetrahedron Lett. 1979, 20, 4581–4582.
  • (a) Wei, T.B.; Chen, J.C.; Wang, X.C.; Zhang, Y.M.; Wang, L.L. Synth. Commun. 1996, 26, 1447–1454; (b) Wang, L.L.; Lu, S.J.; Li, S.B.; Zhang, Y.M.; Wei, T.B. Synth. Commun. 1998, 28, 1005–1011.
  • (a) Pearson, R.G. Chemical Hardness; John Wiley-VCH: Weinheim, 1997; (b) Pearson, R.G. J. Am. Chem. Soc. 1963, 85, 3533–3539; (c) Pearson, R.G. J. Chem. Educ. 1968, 45, 581–586.
  • (a) Vogel, A.I. Text Book of Practical Organic Chemistry; 4th ed. Longman: London, 1986; (b) David R.L. CRC Handbook of Chemistry and Physics; 83rd ed., Chemical Rubber Company: Cleveland, Ohio, 2002–2003.