A theophylline based copper N-heterocyclic carbene complex: synthesis and activity studies in green media

被引：29

作者：

Szadkowska, Anna ^{[1
]}

Staszko, Sebastian ^{[1
,2
]}

Zaorska, Ewelina ^{[1
]}

Pawlowski, Robert ^{[1
,3
]}

机构：

[1] Univ Warsaw, Dept Chem, Pasteura 1, PL-02093 Warsaw, Poland

[2] Mil Univ Technol, Fac Adv Technol & Chem, Gen Sylvester Kaliski 2, PL-00908 Warsaw 49, Poland

[3] Warsaw Univ Technol, Fac Chem, Noakowskiego 3, PL-00664 Warsaw, Poland

来源：

RSC ADVANCES | 2016年 / 6卷 / 50期

关键词：

METATHESIS CATALYSTS BEARING; HUISGEN CYCLOADDITION; MEDICINAL CHEMISTRY; OLEFIN METATHESIS; CLICK CHEMISTRY; WATER; LIGAND; AZIDES; 1,2,3-TRIAZOLES; CAFFEINE;

D O I：

10.1039/c6ra06682h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of an easily accessible theophylline-derived copper complex with additional ammonium functionalization has been developed. This xanthine-based metal compound turned out to be an active initiator of the alkyne-azide cycloaddition reaction (CuAAC) and Glaser homo-coupling reaction in aqueous media at room temperature.

引用

页码：44248 / 44253

页数：6

共 63 条

[1] 1,2,3-TRIAZOLE-[2',5'-BIS-O-(TERT-BUTYLDIMETHYLSILYL)-BETA-D-RIBOFURANOSYL]-3'-SPIRO-5''-(4''-AMINO-1'',2''-OXATHIOL 2'',2''-DIOXIDE) (TSAO) ANALOGS - SYNTHESIS AND ANTI-HIV-1 ACTIVITY [J].

ALVAREZ, R ;

VELAZQUEZ, S ;

SANFELIX, A ;

AQUARO, S ;

DECLERCQ, E ;

PERNO, CF ;

KARLSSON, A ;

BALZARINI, J ;

CAMARASA, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (24) :4185-4194

[2]

Aschwanden P, 2005, ACETYLENE CHEMISTRY: CHEMISTRY, BIOLOGY AND MATERIAL SCIENCE, P101

[3] Caffeine and related purine alkaloids: Biosynthesis, catabolism, function and genetic engineering [J].

Ashihara, Hiroshi ;

Sano, Hiroshi ;

Crozier, Alan .

PHYTOCHEMISTRY, 2008, 69 (04) :841-856

[4] Water-Soluble IrIII N-Heterocyclic Carbene Based Catalysts for the Reduction of CO2 to Formate by Transfer Hydrogenation and the Deuteration of Aryl Amines in Water [J].

Azua, Arturo ;

Sanz, Sergio ;

Peris, Eduardo .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (14) :3963-3967

[5] Olefin metathesis catalysts bearing a pH-responsive NHC ligand: a feasible approach to catalyst separation from RCM products [J].

Balof, Shawna L. ;

P'Pool, Steven J. ;

Berger, Nancy J. ;

Valente, Edward J. ;

Shiller, Alan M. ;

Schanz, Hans-Joerg .

DALTON TRANSACTIONS, 2008, (42) :5791-5799

[6]

Benaglia M., 2009, RECOVERABLE RECYCLAB

[7] Caffeine-Based Gold(I) N-Heterocyclic Carbenes as Possible Anticancer Agents: Synthesis and Biological Properties [J].

Bertrand, Benoit ;

Stefan, Loic ;

Pirrotta, Marc ;

Monchaud, David ;

Bodio, Ewen ;

Richard, Philippe ;

Le Gendre, Pierre ;

Warmerdam, Elena ;

de Jager, Marina H. ;

Groothuis, Geny M. M. ;

Picquet, Michel ;

Casini, Angela .

INORGANIC CHEMISTRY, 2014, 53 (04) :2296-2303

[8] Catalysis and sustainable (green) chemistry [J].

Centi, G ;

Perathoner, S .

CATALYSIS TODAY, 2003, 77 (04) :287-297

[9] A [(NHC)CuCl] complex as a latent Click catalyst [J].

Diez-Gonzalez, Silvia ;

Stevens, Edwin D. ;

Nolan, Steven P. .

CHEMICAL COMMUNICATIONS, 2008, (39) :4747-4749

[10] N-heterocyclic carbene-copper(I) complexes in homogeneous catalysis [J].

Diez-Gonzalez, Silvia ;

Nolan, Steven P. .

SYNLETT, 2007, (14) :2158-2167

← 1 2 3 4 5 6 7 →