Synthesis of a Dehydroabietyl Derivative Bearing a 2-(2′-Hydroxyphenyl) Benzimidazole Unit and Its Selective Cu2+ Chemosensing

doi:10.3390/molecules16010100

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Molecules 2011, 16(1), 100-106; doi:10.3390/molecules16010100

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Synthesis of a Dehydroabietyl Derivative Bearing a 2-(2′-Hydroxyphenyl) Benzimidazole Unit and Its Selective Cu²⁺ Chemosensing

Ying-Chun Wang¹, Lu-Zhi Liu², Ying-Ming Pan² and Heng-Shan Wang^2,*

¹ College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, Hunan Province, China ² Key Laboratory of Medicinal Chemical Resources and Molecular Engineering, College of Chemistry and Chemical Enginesering, Guangxi Normal University, Guilin 541004, Guangxi Province, China

* Author to whom correspondence should be addressed.

Received: 17 November 2010; in revised form: 9 December 2010 / Accepted: 16 December 2010 / Published: 28 December 2010

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Abstract: A dehydroabietyl derivative 2 bearing a 2-(2′-hydroxyphenyl)benzimidazole unit was synthesized and its sensing behaviors toward metal ions were investigated by UV-Vis and fluorescence spectroscopy methods. In THF solution, compound 2 exhibited excellent selectivity for Cu(II) over miscellaneous other metal ions including Cr(II), Mn(II), Co(II), Ni(II), Zn(II), Cd(II), Al(III), Mg(II), Pb(II), Hg(II), Na(I), Li(I) and K(I) evidenced through the quenching of the fluorescence of the benzimidazole fragment. The reaction between 2 and Cu²⁺was found to be stoichiometric with the formation of a 1:1 complex.

Keywords: dehydroabietic acid; absorption; fluorescence; copper; metal-ion recognition

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Cite This Article

MDPI and ACS Style

Wang, Y.-C.; Liu, L.-Z.; Pan, Y.-M.; Wang, H.-S. Synthesis of a Dehydroabietyl Derivative Bearing a 2-(2′-Hydroxyphenyl) Benzimidazole Unit and Its Selective Cu²⁺ Chemosensing. Molecules 2011, 16, 100-106.

AMA Style

Wang Y-C, Liu L-Z, Pan Y-M, Wang H-S. Synthesis of a Dehydroabietyl Derivative Bearing a 2-(2′-Hydroxyphenyl) Benzimidazole Unit and Its Selective Cu²⁺ Chemosensing. Molecules. 2011; 16(1):100-106.

Chicago/Turabian Style

Wang, Ying-Chun; Liu, Lu-Zhi; Pan, Ying-Ming; Wang, Heng-Shan. 2011. "Synthesis of a Dehydroabietyl Derivative Bearing a 2-(2′-Hydroxyphenyl) Benzimidazole Unit and Its Selective Cu²⁺ Chemosensing." Molecules 16, no. 1: 100-106.

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