含吡啶-2,6-二酰亚胺单元的大环化合物合成及性质

应用化学, 2015, 32(3): 284-291. doi: 10.11944/j.issn.1000-0518.2015.03.140247

含吡啶-2,6-二酰亚胺单元的大环化合物合成及性质

吴娟 ^1, , 胡鹏 ^2, , 黄超 ^3, , 陈冬梅 ^4, , 朱必学 ^5,

1.贵州大学大环及超分子化学重点实验室贵阳550025

2.贵阳医学院化学教研室贵阳550004

3.贵州大学大环及超分子化学重点实验室贵阳550025

4.贵州大学大环及超分子化学重点实验室贵阳550025

5.贵州大学大环及超分子化学重点实验室贵阳550025

基金项目: the National Natural Science Foundation of China(21061003) the "Chun-Hui" Funds of Chinese Ministry of Education (No.132008)国家自然科学基金资助项目(21061003) 教育部“春晖计划”项目(132008)

关键词：吡啶-二酰亚胺 , 大环 , 晶体结构 , 阴离子识别 , 吸附性质

Synthesis and Properies of Macrocycles Containing Pyridine-2,6-Dicarboxamide Unit

Keywords： pyridine-dicarboxamide , macrocycle , crystal structure , anion recognition , adsorption property

在硫酸催化作用下,用前体二醛1[1,3-二(2'-甲酰苯氧基)丙烷]和前体二胺2[N,N'-(2-胺基苯基)-2,6-二甲酰亚胺吡啶]合成了[1+1]席夫碱大环化合物3,进一步还原得到饱和大环4.用1H NMR、IR、元素分析和质谱等技术手段对大环3和4的组成进行了表征.采用X射线衍射仪测定了大环3和4的晶体结构.用UV-Vis光谱仪对大环3和4与系列阴离子的作用分别进行了考察,结果表明,饱和大环4仅对F-有明显的选择性作用,并测定了该配位反应的配位比和平衡常数,进一步考察了大环3和4对甲醇的吸附性能.

参考文献

[1]	Yan-Hong Qiao;Hai Lin;Hua-Kuan Lin.A novel colorimetric sensor for anions recognition based on disubstituted phenylhydrazone[J].Journal of Inclusion Phenomena and Macrocyclic Chemistry,20073/4(3/4):211-215.
[2]	江洪;马续红;方利;韦庆益.N-硝基脲类的合成及其阴离子识别研究[J].无机化学学报,2008(7):1073-1078.
[3]	Cui RF;Li Q;Gross DE;Meng X;Li B;Marquez M;Yang RH;Sessler JL;Shao YH.Anion Transfer at a Micro-Water/1,2-Dichloroethane Interface Facilitated by beta-Octafluoro-meso-octamethylcalix[4]pyrrole[J].Journal of the American Chemical Society,200844(44):14364-14365.
[4]	Fowler CJ;Haverlock TJ;Moyer BA;Shriver JA;Gross DE;Marquez M;Sessler JL;Hossain MA;Bowman-James K.Enhanced Anion Exchange for Selective Sulfate Extraction: Overcoming the Hofmeister Bias[J].Journal of the American Chemical Society,200844(44):14386-14387.
[5]	Katayev EA;Sessler JL;Khrustalev VN;Ustynyuk YA.Synthetic model of the phosphate binding protein: Solid-state structure and solution-phase anion binding properties of a large oligopyrrolic macrocycle[J].The Journal of Organic Chemistry,200719(19):7244-7252.
[6]	Hargrove, A.E.;Nieto, S.;Zhang, T.;Sessler, J.L.;Anslyn, E.V..Artificial receptors for the recognition of phosphorylated molecules[J].Chemical Reviews,201111(11):6603-6782.
[7]	Zhang Youming;Deng Xinrong;Wang Liangcheng.Synthesis and characterization of inclusion complexes of aliphatic-aromatic poly(Schiff base)s with β-cyclodextrin (highlight)[J].Journal of Inclusion Phenomena and Macrocyclic Chemistry,20083/4(3/4):313-319.
[8]	戴美碧;张奇龙;朱兴城;张云黔;朱必学.Schiff碱配体及其双核铜（Ⅱ）配合物的合成和晶体结构[J].无机化学学报,2008(9):1381-1386.
[9]	Sheldrick G M.SHELX-97,University of G(o)ttingen[M].Wolfsburg,Germany,1997
[10]	Ozkar S;Ulku D;Yildirim LT;Biricik N;Gumgum B.Crystal and molecular structure of bis(acetylacetone)ethylenediimine: intramolecular ionic hydrogen bonding in solid state[J].Journal of Molecular Structure,20041/3(1/3):207-211.
[11]	Jonathan L.Sessler;Evgeny Katayev;G.Dan Pantos;Pavel Scherbakov;Marina D.Reshetova.Fine Tuning the Anion Binding Properties of 2,6-Diamidopyridine Dipyrromethane Hybrid Macrocycles[J].Journal of the American Chemical Society,200532(32):11442-11446.
[12]	Brunauer S;Deming L;Deming W.On a Theory of the Vander Waals Adsorption[J].Journal of the American Chemical Society,194062(7):1723-1732.
[13]	何余生;李忠;奚红霞;郭建光;夏启斌.气固吸附等温线的研究进展[J].离子交换与吸附,2004(4):376-384.
[14]	郑倩 .金属-有机框架配合物吸附/脱附溶剂性能的研究[D].浙江大学材料科学与工程学系,2010.
[15]	陈金妹;谈萍;王建永.气体吸附法表征多孔材料的比表面积及孔结构[J].粉末冶金工业,2011(2):45-49.
[16]	王芳芳;欧敏;邓雅欣;冉旭;张奇龙;朱必学.含酰亚胺骨架的大环化合物合成、结构及其对阴离子的识别研究[J].有机化学,2014(2):334-339.

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