Syntheses, crystal structures, and metal ion complexation studies of novel diaza‐18‐crown‐6 ligands containing aromatic thiol‐derived side arms
Syntheses, crystal structures, and metal ion complexation studies of novel diaza‐18‐crown‐6 ligands containing aromatic thiol‐derived side arms
复制标题
含有芳香硫醇衍生侧臂的新型 diaza-18-crown-6 配体的合成、晶体结构和金属离子络合研究
DOI：
10.1002/jhet.5570370407
复制
发表时间：
2000
影响因子：
2.4
通讯作者：
R. Izatt
中科院分区：
文献类型：
--
作者：
Ning Su;J. Bradshaw;G. Xue;N. Dalley;Xian Zhang;P. Savage;K. Krakowiak;R. Izatt
芳族硫醇的曼尼希氨甲基化反应已用于制备含有硫醇衍生侧臂的二氮杂-18-冠-6配体。即使在羟基或乙酰氨基存在下，硫酚也通过N-CH 2-S键连接到氮杂冠醚上。含N=C-SH（或NH-C=S）结构片段的杂芳硫醇通过N-CH_2-N键连接到二氮杂-18-冠-6上，其中硫醇变成一个双官能团。X-射线晶体结构分析表明，一些新的大环化合物的N-CH_2-S和N-CH_2-N键。用量热滴定法研究了四种新的二氮杂-18-冠-6配体与Na+、K+、Ba ~（2+）、Ag ~（2+）、Zn ~（2+）、Cd ~（2+）、Ni ~（2+）和Cu ~（2+）的相互作用。结果表明，这些配体与所研究的许多金属离子形成稳定的配合物。
The Mannich aminomethylation reaction of aromatic thiols has been used to produce diaza-18-crown-6 ligands containing thiol-derived side arms. Thiophenols were attached to the azacrown through N-CH2-S linkages even in the presence of hydroxy or acetamido groups. Heteroaromatic thiols containing N=C-SH (or NH-C=S) structural fragments were attached to diaza-18-crown-6 by N-CH2-N linkages with the thiol becoming a thione function. X-ray crystal structural analyses show the N-CH2-S and N-CH2-N linkages for some of the new macrocyclic compounds. Interactions of four of the new diaza-18-crown-6 ligands with Na+, K+, Ba2+, Ag+, Zn2+, Cd2+, Ni2+, and Cu2+ were evaluated by calorimetric titration at 25° in methanol. The results show that these ligands form stable complexes with many of the metal ions studied.