The Synthetic and Anion-binding Ability of Novel Colorimetric Chemosensors Based on Azobenzol Derivatives: Experimental and Theoretical

Title:The Synthetic and Anion-binding Ability of Novel Colorimetric Chemosensors Based on Azobenzol Derivatives: Experimental and Theoretical

Volume: 15 Issue: 1

Author(s): Xuefang Shang*, Jie Li, Kerong Guo, Qian Dang, Tianyun Wang, Jinlian Zhang and Xiufang Xu

Affiliation:

• Department of Chemistry, Xinxiang Medical University, Xinxiang, Henan 453003,China

Keywords: Colorimetric sensor, azobenzol derivatives, synthesis, theoretical investigation, biochemistry, 1HNMR titration.

Abstract: Background: Azobenzol derivatives are important organic materials and show unique optical function. As a potential host, azobenzene has been broadly exploited in many areas because of its efficient inclusion ability and easy derivatization by functional groups.

Objective: A series of twelve novel compounds have been synthesized and optimized based on azobenzol derivatives. Method: The binding properties were evaluated for biologically important anions (F-, Cl-, Br-, I-, AcO- and H2PO4-) by theoretical investigation, UV-vis, fluorescence experiments.

Results: The compound containing three nitro groups displayed the strongest binding ability for AcO- ion among synthesized compounds. Theoretical investigation analysis revealed that the intramolecular hydrogen bond existed in the structure of the synthesized compounds.

Conclusion: we have developed twelve compounds based on azobenzol derivatives. Compound 6 involving three nitro groups showed high sensitive and selective binding ability for acetate ion through multiple hydrogen bonds among anions tested including AcO-, F-, H2PO4-, Cl-, Br- and I- due to the conformational complementarity and higher basicity. Compound 6 also can be used as a colorimetric sensor for detecting acetate ion in environmental and pharmacy samples. The above results can provide a clue for the constructing of anion receptor based on azobenzol derivatives.

Cite this article as:

Shang Xuefang *, Li Jie, Guo Kerong , Dang Qian , Wang Tianyun , Zhang Jinlian and Xu Xiufang , The Synthetic and Anion-binding Ability of Novel Colorimetric Chemosensors Based on Azobenzol Derivatives: Experimental and Theoretical, Current Organic Synthesis 2018; 15 (1) . https://dx.doi.org/10.2174/1570179414666170519151147