European Journal of Chemistry

A study of coupling reaction to synthesize diphenylmethane derivatives

Main Article Content

Huma Aslam Bhatti
Qurat-Ul-Ain Zaheer
Memoona Khatoon
Mark Edward Light
Abdul Hameed


The class of compounds having diphenylmethane framework occupy a distinct place in natural bioactive compounds and also serve as useful intermediates in various commercially important synthetic molecules. Conventionally, Friedel-Craft type reactions were used to synthesize such diphenylmethane derivatives. However, herein we report a unique approach in which, two benzyl alcohol molecules were coupled in the presence of different halogenating agents (SOCl2, PBr3 and MeSO2Cl) to afford the desired diphenylmethane derivative, bis(2,4-bis(benzyloxy)-5-methoxyphenyl)methane. It has been found that the coupling reaction is strongly influenced by the electronic effects and number of the substituents on the phenyl ring. The resultant compound, bis(2,4-bis(benzyloxy)-5-methoxyphenyl)methane, was obtained in excellent yield (83-85%) and completely characterize with different spectroscopic techniques.

icon graph This Abstract was viewed 1911 times | icon graph Article PDF downloaded 844 times icon graph Article CIF FILE downloaded 0 times

How to Cite
Bhatti, H. A.; Zaheer, Q.-U.-A.; Khatoon, M.; Light, M. E.; Hameed, A. A Study of Coupling Reaction to Synthesize Diphenylmethane Derivatives. Eur. J. Chem. 2014, 5, 513-516.

Article Details

Crossref - Scopus - Google - European PMC

[1]. Bastock, T. W.; Clark, J. H. Speciality Chemicals, Elsevier, London, 1991.

[2]. Khadilkar, B. M.; Borkar, S. D. Chem. Technol. Biotechnol. 1998, 71, 209-212.<209::AID-JCTB786>3.0.CO;2-Z

[3]. Commandeur, R.; Berger, N.; Jay, P.; Kervennal, J. J. Eur. Pat. Appl. EP 0442 986, 1991.

[4]. Feng, X. E.; Zhao, W. Y.; Ban, S. R.; Zhao, C. X.; Li, Q. S.; Lin, W. H. Int. J. Mol. Sci. 2011, 12, 6104-6115.

[5]. Balaydın, H. T.; Gılcin, I.; Menzek, A.; Goksu, S.; Sahin, E. J. Enzyme Inhib. Med. Chem. 2010, 25, 685-695.

[6]. Akutsu, M. A. C.; Otsuka, T. A. C. EP 1808223 B1, 2012.

[7]. Amano, S.; Tomita, H., US 5679730 A, 1997.

[8]. Sato, A.; Yida, Y.; Shimizi, I., DE-OS, 2 210 133, 1972.

[9]. Stewart, M. I.; Carlson, O. K., US Patent, 3 593 640, 1967.

[10]. Leus, A. M., US Patent, 3 529 944, 1967.

[11]. Colon, M.; Guevara, P.; Gerwick, W. H.; Ballantine, D. J. Nat. Prod. 1987, 50, 368-374.

[12]. Wang, L.; Yin, Z. Q.; Shen, W. B.; Zhang, Q. W.; Ye, W. C. Helv. Chim. Acta 2007, 90, 1581-1585.

[13]. Ku, Y. Y.; Patel, R. R.; Sawick, D. P. Tetrahedron Lett. 1996, 37, 1949-1952.

[14]. Wei, Q.; Luo, Y.; Zhou, M.; Tao, F.; Zhang, G. Synth. Commun. 2005, 35, 835-843.

[15]. Yin, D.; Li, C.; Tao, L.; Yu, N.; Hu, S.; Yin, D. J. Mol. Catal. A: Chem. 2006, 245, 260-265.

[16]. Olah, G. A. Friedel-Crafts Chemistry: Wiley, New York, 1973.

[17]. Duisenberg, A. J. M. J. Appl. Cryst. 1992, 25, 92-96.

[18]. Hooft, R. COLLECT. Nonius BV, Delft, The Netherlands, 1998.

[19]. Otwinowski, Z.; Minor, W. Methods in Enzymology; In Macromolecular Crystallography, Part A; Jr, C. W. C., Sweet, R. M., Eds.; Academic Press: New York, 1997; vol. 276.

[20]. Sheldrick, G. M. Acta Cryst. A 1990, 46, 467- 473.

[21]. Watkin, D. M.; Pearce, L.; Prout, C. K. Chemical Crystallography Laboratory; University of Oxford, 1993.

Supporting Agencies

Higher Education Commission of Pakistan
Most read articles by the same author(s)

Dimensions - Altmetric - scite_ - PlumX

Downloads and views


Download data is not yet available.


Metrics Loading ...
License Terms

License Terms


Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License ( By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License ( are administered by Atlanta Publishing House LLC (European Journal of Chemistry).