Design and synthesis of thiourea based receptor containing naphthalene as oxalate selective sensor

作者：Morakot Nongnit; Rakrai Wandee; Keawwangchai Somchai; Kaewtong Chatthai; Wanno Banchob^*

来源：Journal of Molecular Modeling, 2010, 16(1): 129-136.

DOI：10.1007/s00894-009-0526-x

• Anion receptor
• DFT
• Naphthalene
• Oxalate
• Thiourea

The thiourea based receptor containing naphthalene groups (1), has been successfully designed and synthesized for application as an oxalate receptor. A density functional theory at B3LYP/6-31G(d, p) level of theory has been applied to predict the binding ability between 1 and selected anions, i.e., oxalate, malonate, succinate, glutarate, dihydrogen phosphate, and hydrogen sulphate. Calculation results point out that receptor 1 shows the strongest interaction to oxalate ion with the binding free energy of 172.48 kcal mol(-1). The recognition ability of 1 to the selected anions has been also investigated by means of the absorption and emission techniques. Experimental results are in excellent agreement with the calculation data in which receptor 1 shows highly selective for oxalate ion over the other anions with log beta of 3.82 (0.02) M(-1) by means of the size of binding cavity.

• 出版日期2010-1