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Facile Synthesis of 3-(Azol-1-yl)-1-adamantanecarboxylic Acids—New Bifunctional Angle-Shaped Building Blocks for Coordination Polymers
Molecules ( IF 4.2 ) Pub Date : 2019-07-26 , DOI: 10.3390/molecules24152717
Dmitry Pavlov 1 , Taisiya Sukhikh 2, 3 , Evgeny Filatov 2, 3 , Andrei Potapov 1, 2, 4
Affiliation  

For the first time, orthogonally substituted azole-carboxylate adamantane ligands were synthesized and used for preparation of coordination polymers. The angle-shaped ligands were prepared by the reaction of 1-adamantanecarboxylic acid and azoles (1H-1,2,4-triazole, 3-methyl-1H-1,2,4-triazole, 3,5-dimethyl-1H-1,2,4-triazole, 1H-tetrazole, 5-methyl-1H-tetrazole) in concentrated sulfuric acid. Variation of the solvent and substituents in azole rings allowed to prepare both 1D and 2D copper(II) and nickel(II) coordination polymers, [Cu2(trzadc)4(H2O)0.7]∙DMF∙0.3H2O, [Cu(trzadc)2(MeOH)]∙MeOH, [Ni(trzadc)2(MeOH)2] and [Cu2(mtrzadc)3(MeOH)]+NO3– (trzadc-3-(1,2,4-triazol-1-yl)-adamantane-1-carboxylic acid; mtrzadc-3-(3-methyl-1,2,4-triazol-1-yl)-adamantane-1-carboxylic acid) which were structurally characterized by single crystal X-ray diffraction. Complex [Cu(trzadc)2(MeOH)]∙MeOH was shown to act as a catalyst in the Chan-Evans-Lam arylation reaction.

中文翻译:

3-(Azol-1-yl)-1-金刚烷羧酸的简便合成——用于配位聚合物的新型双功能角形构件

首次合成了正交取代的唑-羧酸金刚烷配体并用于制备配位聚合物。通过1-金刚烷羧酸与唑类(1H-1,2,4-三唑,3-甲基-1H-1,2,4-三唑,3,5-二甲基-1H- 1,2,4-三唑、1H-四唑、5-甲基-1H-四唑)在浓硫酸中。唑环中溶剂和取代基的变化允许制备一维和二维铜(II)和镍(II)配位聚合物,[Cu2(trzadc)4(H2O)0.7]∙DMF∙0.3H2O,[Cu(trzadc) 2(MeOH)]∙MeOH, [Ni(trzadc)2(MeOH)2] 和 [Cu2(mtrzadc)3(MeOH)]+NO3– (trzadc-3-(1,2,4-triazol-1-yl) )-金刚烷-1-羧酸;mtrzadc-3-(3-甲基-1,2,4-三唑-1-基)-金刚烷-1-羧酸),其结构通过单晶X射线衍射表征。
更新日期:2019-07-26
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