Synthesis of Novel Molecular Clips via Click Chemistry Based on Diethoxy carbonyl Glycoluril

被引：6

作者：

Gao, Meng ^{[1
]}

Cao, Liping ^{[1
]}

Wang, Zihua ^{[1
]}

Sun, Jingjing ^{[1
]}

She, Nengfang ^{[1
]}

Wu, Anxin ^{[1
]}

机构：

[1] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China

来源：

SYNLETT | 2009年 / 02期

基金：

中国国家自然科学基金;

关键词：

clip receptor; diethoxycarbonyl glycoluril; molecular recognition; 1,2,3-triazole; fluorescence; CYCLOADDITION; SENSORS; BINDING; AZIDES;

D O I：

10.1055/s-0028-1087670

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel class of molecular clips based on diethoxycarbonyl glycoluril was synthesized via click chemistry. Seven different arylacetylenes were used in this research, and all reaction products gave satisfying H-1 NMR, C-13 NMR, HRMS, and IR spectra. The structure and conformation of 7a were further confirmed by single-crystal X-ray diffraction. A primary study on the metal-ion binding ability of 7f showed that its fluorescence was obviously quenched by Fe3+, Ag+, and Cu2+ among metal ions examined.

引用

页码：315 / 319

页数：5

共 40 条

[1] 'Click' chemistry in polymer and materials science
Binder, Wolfgang H.
Sachsenhofer, Robert
[J]. MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (01) : 15 - 54
[2] Preparation of glycoluril monomers for expanded cucurbit[n]uril synthesis
Burnett, CA
Lagona, J
Wu, AX
Shaw, JA
Coady, D
Fettinger, JC
Day, AI
Isaacs, L
[J]. TETRAHEDRON, 2003, 59 (11) : 1961 - 1970
[3] Luminescent sensors and switches in the early 21st century
Callan, JF
de Silva, AP
Magri, DC
[J]. TETRAHEDRON, 2005, 61 (36) : 8551 - 8588
[4] Triazole-modified calix[4]crown as a novel fluorescent on-off switchable chemosensor
Chang, Kai-Chi
Su, In-Hao
Senthilvelan, Annamalai
Chung, Wen-Sheng
[J]. ORGANIC LETTERS, 2007, 9 (17) : 3363 - 3366
[5] Chiral molecular clips control orthogonal crystalline organization
Chen, Yunfeng
She, Nengfang
Meng, Xianggao
Yin, Guodong
Wu, Anxin
Isaacs, Lyle
[J]. ORGANIC LETTERS, 2007, 9 (10) : 1899 - 1902
[6] Ciana L.D., 1984, J HETEROCYCLIC CHEM, V21, P607
[7] A convenient route to condensed-ring aromatic acetylenes
Crisp, GT
Jiang, YL
[J]. SYNTHETIC COMMUNICATIONS, 1998, 28 (14) : 2571 - 2576
[8] Self-sorting molecular clips
Ghosh, Soumyadip
Wu, Anxin
Fettinger, James C.
Zavalij, Peter Y.
Isaacs, Lyle
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (15) : 5915 - 5925
[9] Hof F, 2002, ANGEW CHEM INT EDIT, V41, P1488, DOI 10.1002/1521-3773(20020503)41:9<1488::AID-ANIE1488>3.0.CO
[10] 2-G

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