为深入开展杯芳烃为骨架的超分子拓扑结构的组装和性能,开展了间苯二酚杯芳烃八取代吡啶酰胺的合成和分子结构的研究.以四丙基、四己基和四庚基间苯二酚杯芳烃为原料,使用α-氯乙酸甲酯实现O-烃基化,后者在无溶剂条件下与2-氨甲基吡啶反应实现酰胺化,制备了烷基间苯二酚杯芳烃八[N-(2-吡啶甲基)乙酰胺]衍生物.用X衍射方法测定了四丙基间苯二酚杯芳烃八乙酸甲酯、四丙基以及四己基间苯二酚杯芳烃八[N-(2-吡啶甲基)乙酰胺]的单晶分子结构.在晶体中,间苯二酚杯芳烃都以全顺式构型存在,在成环的四个间苯二酚单元中,1,3-位的两个间苯二酚单元处于近直立构象,2,4-位的另两个间苯二酚单元处于近平伏构象,而4个烷基皆处于分子的下缘,8个乙酰胺支链伸向分子的外围.
参考文献
| [1] | Coordination chemistry of calix[4]arene derivatives with lower rim functionalisation and their applications[J].Coordination chemistry reviews,20097/8(7/8):893-962. |
| [2] | Jasat Ayub;Sherman,C..Carceplexes and Hemicarceplexes[J].Chemical Reviews,19994(4):931-967. |
| [3] | Biros SM;Rebek J.Structure and binding properties of water-soluble cavitands and capsules[J].Chemical Society Reviews,20071(1):93-104. |
| [4] | Iwanek W.;Urbaniak M.;Nather C.;Mattay J.;Frohlich R..The complexes of tetramethylresorc[4]arene with amines, amino alcohols and pyridine[J].Tetrahedron,199846(46):14031-14040. |
| [5] | Alexander Wei.Calixarene-encapsulated nanoparticles: self-assembly into functional nanomaterials[J].Chemical communications,200615(15):1581-1591. |
| [6] | Dionisio, M.;Schnorr, J.M.;Michaelis, V.K.;Griffin, R.G.;Swager, T.M.;Dalcanale, E..Cavitand-functionalized SWCNTs for N-methylammonium detection[J].Journal of the American Chemical Society,201215(15):6540-6543. |
| [7] | Sander, J.R.G.;Bu?ar, D.-K.;Baltrusaitis, J.;MacGillivray, L.R..Organic nanocrystals of the resorcinarene hexamer via sonochemistry: Evidence of reversed crystal growth involving hollow morphologies[J].Journal of the American Chemical Society,201216(16):6900-6903. |
| [8] | Yamanaka, M.;Kawaharada, M.;Nito, Y.;Takaya, H.;Kobayashi, K..Structural alteration of hybrid supramolecular capsule induced by guest encapsulation[J].Journal of the American Chemical Society,201141(41):16650-16656. |
| [9] | Zhang, Q.;Tiefenbacher, K..Hexameric resorcinarene capsule is a br?nsted acid: Investigation and application to synthesis and catalysis[J].Journal of the American Chemical Society,201343(43):16213-16219. |
| [10] | Hong, Meiling;Zhang, Ying-Ming;Liu, Yu.Selective Binding Affinity between Quaternary Ammonium Cations and Water-Soluble Calix[4]resorcinarene[J].The Journal of Organic Chemistry,20153(3):1849-1855. |
| [11] | Jun Han;Chao-Guo Yan.Synthesis, crystal structure and configuration of resorcinarene amides[J].Journal of Inclusion Phenomena and Macrocyclic Chemistry,20081/2(1/2):119-126. |
| [12] | Jing Sun;Dong Mei Liu;Jin Xiang Wang.Regioselective synthesis of calix[4]arene 1,3-di- and monosubstituted sulfur-containing Schiff bases[J].Journal of Inclusion Phenomena and Macrocyclic Chemistry,20093/4(3/4):317-324. |
| [13] | Han J;Cai YH;Liu L;Yan CG;Li Q.Syntheses, crystal structures, and electrochemical properties of multi-ferrocenyl resorcinarenes[J].Tetrahedron,200710(10):2275-2282. |
| [14] | Chaoguo Yan;Weifeng Chen;Jiao Chen;Tiantian Jiang;Yong Yao.Microwave irradiation assisted synthesis, alkylation reaction, and configuration analysis of aryl pyrogallol[4]arenes[J].Tetrahedron,200739(39):9614-9620. |
| [15] | Matthew J. Mclldowie;Mauro Mocerino;Brian W. Skelton;Allan H. White.Facile Lewis Acid Catalyzed Synthesis of C_4 Symmetric Resorcinarenes[J].Organic letters,200024(24):3869-3871. |
| [16] | CHAO-GUO YAN;LIANG LI;WEN-LONG LIU.Metallic macrocycle with a 1,3-alternate calix[4]arene salicylideneamine ligand[J].Journal of Coordination Chemistry,200913(13):2118-2124. |
| [17] | JING SUN;DONG-MEI LIU;CHAO-GUO YAN.Transition metal complexes of bidentate p-tert-butylcalix[4]arene S-alkyldithiocarbazate Schiff bases[J].Journal of Coordination Chemistry,200914(14):2337-2346. |
| [18] | Yan Sun;Chao-Guo Yan;Yong Yao;Ying Han;Ming Shen.Self-assembly And Metallization Of Resorcinarene Microtubes In Water[J].Advanced functional materials,200824(24):3981-3990. |
| [19] | Shen M;Sun Y;Han Y;Yao R;Yan CG.Strong Deaggregating Effect of a Novel Polyamino Resorcinarene Surfactant on Gold Nanoaggregates under Microwave Irradiation[J].Langmuir: The ACS Journal of Surfaces and Colloids,200822(22):13161-13167. |
| [20] | Sun, Y.;Yao, Y.;Yan, C.-G.;Han, Y.;Shen, M..Selective decoration of metal nanoparticles inside or outside of organic microstructures via self-assembly of resorcinarene[J].ACS nano,20104(4):2129-2141. |
| [21] | Yao Yong;Sun Yan;Han Ying;Yan Chaoguo.Preparation of Resorcinarene-Functionalized Gold Nanoparticles and Their Catalytic Activities for Reduction of Aromatic Nitro Compounds[J].中国化学（英文版）,2010(05):705-712. |
| [22] | Li, Liang;Sun, Jing;Zhang, Li-Li;Yao, Rong;Yan, Chao-Guo.Crystal structure and fluorescence sensing properties of tetramethoxyresorcinarene functionalized Schiff bases[J].Journal of Molecular Structure,2015:355-361. |
| [23] | Roymon Joseph;Balaji Ramanujam;Amitabha Acharya.Fluorescence switch-on sensor for Cu~(2+) by an amide linked lower rim 1,3-bis(2-picolyl)amine derivative of calix[4]arene in aqueous methanol[J].Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry,200923(23):2735-2739. |
上一张
下一张
上一张
下一张
计量
- 下载量()
- 访问量()
文章评分
- 您的评分：
-
10%
-
20%
-
30%
-
40%
-
50%