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Advances in aromatic chemistry reported in the Journal of Chemical Research in 2012

Posted on 28. March, 2013.

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During 2012 a number of useful papers have appeared in the Journal of Chemical Research reporting advances in aromatic chemistry.

In recent years, coupling reactions have come to play an important role in the formation of carbon–carbon
bonds involving aromatic rings. Mild procedures for the copper-catalysed coupling of diazonium salts with paraxylene1 and an iron(II)-catalysed homocoupling of arenediazonium tetrafluoroborates to give various diphenyls2 have been described. Aryl diazonium silica-sulfates are more stable than conventional diazonium salts and have been used3 in a modified Sandmeyer reaction with sodium and copper cyanides to give arylnitriles. A nickel acetate:copper iodide Sonogashira type of coupling of aryl iodides and terminal arylalkynes to give diarylalkynes4 and a palladium(II) catalysed oxidative Heck coupling of arylboronic acids with 4-vinylpyridine to give (E)-4-styrylpyridines5 have been reported. A procedure for the Iigand-free cross-coupling of arylboronic acids with the copper nitrate complexes of amines has been developed6 for the preparation of alkylated anilines. The use of palladium catalysis in the displacement of aromatic halides has been described7 in a one-pot synthesis of N-aryl-dihydro-L,4-benzoxazin-3(4H)-ones from o-chloro and o-bromophenols and 2'-chloroacetanilides. A pyridine-mediated palladium acetate catalysed dehalogenation of diarylhalides in an ionic liquid system has also been reported.8

The activation of an arylmethyl group by ortho- and para-nitro groups is a useful method for making (E)-stilbenes and now a microwave-based procedure for the condensation of p-nitrotoluene and aromatic aldehydes has been reported.9

Iodoxybenzoic acid and its relatives continue to be useful reagents. Iodoxybenzoic acid and tetrabutylammonium bromide have been employed10 for a bromodecarboxylation of cinnamic aclds to form ω-bromostyrene whilst a new pyridinium salt-supported [hydroxyl(tosyloxy)iodo]benzene has been shown11 to introduce a tosyloxy group into the 4-position of 2-substituted phenols. Several studies of styrene chemistry have been made including the use12 of a chiral Schiff base complex of a dioxomolybdenum(Vl) as a chiral catalyst for the epoxidation of styrenes.


  1. S. Liang, X. Cao, X. Yan and L. Chen, J. Chem. Res., 2012, 36, 555.
  2. J. Zhou, S. Yu, K. Cheng and C. Qi, J. Chem, Res., 2012, 36, 672.
  3. D. Habibi, S. Heydari and M. Nasrollahzadeh, J. Chem. Res., 2012, 36, 573.
  4. H. Yang, Y. Zhu, P. Sun, H. Yan, L. Lu, S. Wang and J.Mao, J. Chem. Res., 2012, 36, 437.
  5. C. Shi, J. Ding, J. Jiang, J. Chen, H. Wu and M. Liu, J. Chem. Res., 2012, 36, 322.
  6. J. Xu and J.R. Li, J. Chem. Res., 2012, 36, 381.
  7. F. Yin, G. Feng, Q. Song and C. Qi, J. Chem. Res., 2012, 36, 41.
  8. B. Xin, C. Jia and Z. Qi, J. Chem. Res., 2012, 36, 407.
  9. L.C. Wang, J. Li, X.Q. Zhang, H.M. Gu and B.C. Li, J. Chem. Res., 2012, 36, 231.
  10. J. Han and Y. Wei, J. Chem. Res., 2012, 36, 247.
  11. B. Yang, J. Zhang, D. Zhao and H. Kuang, J. Chem. Res., 2012, 36, 293.
  12. Y. Sui, D. Liu, R.Hu and X. Que, J. Chem. Res., 2012, 36, 584.

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