Sono-chemical Synthesis and Mechanism of Dibenz[a,c]anthracene

Chemical Research in Chinese Universities ›› 2012, Vol. 28 ›› Issue (2): 220-224 .

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Sono-chemical Synthesis and Mechanism of Dibenz[a,c]anthracene

MUDDASIR Hanif¹, WANG Zhi-ming², LU Ping¹, MA Yu-guang¹

1. State Key Laboratory for Supramolecular Structure and Materials, Jilin University, Changchun 130012, P. R. China;
2. School of Petrochemical Engineering, Shenyang University of Technology, Liaoyang 111003, P. R. China

Received:2011-09-07 Revised:2011-10-12 Online:2012-03-25 Published:2012-03-08
Contact: LU Ping E-mail:lup@jlu.edu.cn
Supported by:
Supported by the Specialized Research Fund for the Doctoral Program of Higher Education from Ministry of Education of China(No.20070183202).

Abstract

Abstract: Planar polycyclic aromatic hydrocarbons have important applications in optoelectronics, environmental chemistry and cancer researches. An improved sono-chemical synthetic procedure of dibenz[a,c]anthracene(D[a,c]A) was reported in this work. The yield was increased to 56% and the resultant was carefully characterized via gas chro- matography-electron impact mass spectrometry(GC-EIMS), matrix assisted laser desorption ionization-time of flight (MALDI-TOF), ¹H NMR, ¹³C NMR, correlation spectrometry(¹H-¹H COSY), heteronuclear multiple bond correlation(HMBC) and heteronuclear multiple quantum coherence(HMQC). Based on the characterization data, we proposed a 4-step mechanistic explanation for the formation of D[a,c]A under sono-chemical bis-ortho-Wittig reaction conditions.

Key words: Phenanthrene-9,10-dione, Sono-chemistry, Bis-ortho-Wittig reaction mechanism, NMR

MUDDASIR Hanif, WANG Zhi-ming, LU Ping, MA Yu-guang. Sono-chemical Synthesis and Mechanism of Dibenz[a,c]anthracene[J]. Chemical Research in Chinese Universities, 2012, 28(2): 220-224 .

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Sono-chemical Synthesis and Mechanism of Dibenz[a,c]anthracene

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