Mirskova Anna N, Adamovich Sergey N, Mirskov Rudolf G, Schilde Uwe
University of Potsdam, Institute of Chemistry, Karl-Liebknecht-Str, 24-25, D-14476 Potsdam, Germany.
Chem Cent J. 2013 Feb 19;7(1):34. doi: 10.1186/1752-153X-7-34.
The reaction of pharmacological active protic ionic liquid tris-(2-hydroxyethyl)ammonium 4-chlorophenylsulfanylacetate H+N(CH2CH2OH)3 ∙ (-OOCCH2SC6H4Cl-4) (1) with zinc or nickel chloride in a ratio of 2:1 affords stable at room temperature powder-like adducts [H+N(CH2CH2OH)3]2 ∙ [M(OOCCH2SC6H4Cl-4)2Cl2]2-, M = Zn (2), Ni (3). By recrystallization from aqueous alcohol compound 2 unexpectedly gives Zn(OOCCH2SC6H4Cl-4)2 ∙ 2H2O (4). Unlike 2, compound 3 gives crystals [N(CH2CH2OH)3]2Ni2+ · [-OOCCH2SC6H4Cl-4]2 (5), which have a structure of metallated ionic liquid. The structure of 5 has been proved by X-ray diffraction analysis. It is the first example of the conversion of a protic ionic liquid into potentially biological active metallated ionic liquid (1 → 3 → 5).
药理活性质子离子液体三(2-羟乙基)铵4-氯苯硫基乙酸盐H⁺N(CH₂CH₂OH)₃ ∙ (-OOCCH₂SC₆H₄Cl-4)(1)与氯化锌或氯化镍按2:1的比例反应,可得到在室温下稳定的粉末状加合物[H⁺N(CH₂CH₂OH)₃]₂ ∙ [M(OOCCH₂SC₆H₄Cl-4)₂Cl₂]²⁻,M = Zn(2),Ni(3)。通过从含水乙醇中重结晶,化合物2意外地得到Zn(OOCCH₂SC₆H₄Cl-4)₂ ∙ 2H₂O(4)。与2不同,化合物3得到晶体[N(CH₂CH₂OH)₃]₂Ni²⁺ · [-OOCCH₂SC₆H₄Cl-4]₂(5),其具有金属化离子液体的结构。5的结构已通过X射线衍射分析得到证实。这是质子离子液体转化为潜在生物活性金属化离子液体(1 → 3 → 5)的首个实例。