RESEARCH ARTICLE

 

Highly efficient method for solvent-free synthesis of diarylmethane and triarylmethane from benzylic alcohols using P₂O₅/Al₂O₃ or P₂O₅/SiO₂ at room temperature

 

 

Ardeshir Khazaei^{I, *}; Mohammad Navid Soltani Rad^{II, *}; Maryam Kiani Borazjani^{I, III}; Khadijeh Mansouri Moradian^I; Mohammad Kiani Borazjani^III; Mohammad Hassan Zebarjadian^I

^IFaculty of Chemistry, Bu-Ali Sina University, P.O. Box 651783868, Hamedan, Iran
^IIDepartment of Chemistry, Shiraz University of Technology, Shiraz 71555-313, Iran
^IIITarbiat Moalem Allameh Ta"ata"ai, P.O. Box 7515658585, Boushehr, Iran

 

 

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ABSTRACT

A highly efficient procedure for the synthesis of triarylmethane and diarylmethane via benzylation of aromatic hydrocarbons from benzyl alcohols using supported P₂O₅ on SiO₂ and/or Al₂O₃ under solvent-free conditions is described. Excellent yields of triarylmethane and diarylmethane were obtained using P₂O₅-SiO₂ (50 % W/W) and/or P₂O₅-Al₂O₃ (50 % W/W) at room temperature. The reusability of both supported P₂O₅ on SiO₂ and Al₂O₃ were examined. Both supported reagents show favorable activities in first and second runs, however, a decline in reactivity was observed in following attempts. The reaction is scalable to >0.03 mole amounts.

Keywords: Diarylmethane, triarylmethane, aromatic alcohol, P₂O₅, silica gel, alumina

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Acknowledgement

The authors acknowledge to Bu-Ali Sina University Research Council and Center of Excellence in Development of Chemical Methods (CEDCM) for support of this work.

 

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Received 14 July 2010
Revised 25 February 2011
Accepted 10 August 2011

 

 

* To who correspondence should be addressed. E-mail: a_khazaei1326@basu.ac.ir; khazaei_1326@yahoo.com; soltani@sutech.ac.ir; nsoltanirad@gmail.com