NEW SENSITIZER-MODIFIED CALIX[4]ARENES ENABLING NEAR-UV EXCITATION OF COMPLEXED LUMINESCENT LANTHANIDE IONS

被引:751
作者
STEEMERS, FJ
VERBOOM, W
REINHOUDT, DN
VANDERTOL, EB
VERHOEVEN, JW
机构
[1] UNIV TWENTE,ORGAN CHEM LAB,7500 AE ENSCHEDE,NETHERLANDS
[2] UNIV AMSTERDAM,1018 WS AMSTERDAM,NETHERLANDS
关键词
D O I
10.1021/ja00142a004
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis is described of a series of calix[4]arenes with three different sensitizer chromophores (''antenna'') attached to the lower rim via a short spacer. In the Eu3+ and Tb3+ complexes of these calixarenes, photoexcitation of the antenna can induce lanthanide emission via intramolecular energy transfer. Although the higher energy of the Tb3+ luminescent state makes it more difficult to sensitize than in the case of Eu3+, especially a triphenylene antenna is found to have strong sensitizing ability toward not only Eu3+ but also Tb3+, allowing excitation of the lanthanide with wavelengths extending to 350 nm.
引用
收藏
页码:9408 / 9414
页数:7
相关论文
共 24 条
[1]   LUMINESCENCE PROBES - THE EU-3+-CRYPTATES AND TB-3+-CRYPTATES OF POLYPYRIDINE MACROBICYCLIC LIGANDS [J].
ALPHA, B ;
BALZANI, V ;
LEHN, JM ;
PERATHONER, S ;
SABBATINI, N .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (12) :1266-1267
[2]  
Alpha B., 1987, ANGEW CHEM, V99, P259, DOI DOI 10.1002/ANGE.19870990323
[3]   SYNTHESIS, X-RAY CRYSTAL-STRUCTURES, AND CATION-BINDING PROPERTIES OF ALKYL CALIXARYL ESTERS AND KETONES, A NEW FAMILY OF MACROCYCLIC MOLECULAR RECEPTORS [J].
ARNAUDNEU, F ;
COLLINS, EM ;
DEASY, M ;
FERGUSON, G ;
HARRIS, SJ ;
KAITNER, B ;
LOUGH, AJ ;
MCKERVEY, MA ;
MARQUES, E ;
RUHL, BL ;
SCHWINGWEILL, MJ ;
SEWARD, EM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8681-8691
[4]   SELECTIVE MONOHYDROLYSIS OF BRIDGED AND UNBRIDGED CALIX[4]ARENE ESTERS AND ITS INHIBITION BY ALKALI ION - EVIDENCE FOR HYDRONIUM ION COMPLEXATION [J].
BARRETT, G ;
BOHMER, V ;
FERGUSON, G ;
GALLAGHER, JF ;
HARRIS, SJ ;
LEONARD, RG ;
MCKERVEY, MA ;
OWENS, M ;
TABATABAI, M ;
VIERENGEL, A ;
VOGT, W .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (09) :1595-1601
[5]   SELECTIVE MONOHYDROLYSIS OF A CALIX[4]ARENE TETRAETHYL ESTER WITH TRIFLUOROACETIC-ACID AND ITS INHIBITION BY NA+ ION - EVIDENCE FOR HYDRONIUM ION COMPLEXATION [J].
BOHMER, V ;
VOGT, W ;
HARRIS, SJ ;
LEONARD, RG ;
COLLINS, EM ;
DEASY, M ;
MCKERVEY, MA ;
OWENS, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (02) :431-432
[6]  
BUNZLI JCG, 1989, LANTHANIDE PROBES LI
[7]   CALIXARENE PHOSPHORYLATION - CATION CONTROL OF REACTION PATHWAYS [J].
BYRNE, LT ;
HARROWFIELD, JM ;
HOCKLESS, DCR ;
PEACHEY, BJ ;
SKELTON, BW ;
WHITE, AH .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1993, 46 (11) :1673-1683
[8]   INTERMOLECULAR ENERGY-TRANSFER BETWEEN PHENANTHRENE AND LANTHANIDE IONS IN AQUEOUS MICELLAR SOLUTION [J].
DARWENT, JR ;
DONG, WJ ;
FLINT, CD ;
SHARPE, NW .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1993, 89 (06) :873-880
[9]   LANTHANIDE ION COMPLEXES OF THE CALIXARENES .4. DOUBLE INCLUSION BY PARA-T-BUTYLCALIX[4]ARENE (H4L) - CRYSTAL-STRUCTURES OF [EU2(HL)2(DMF)4].7DMF (DMF = DIMETHYLFORMAMIDE) AND H4L.DMSO (DMSO = DIMETHYL-SULFOXIDE) [J].
FURPHY, BM ;
HARROWFIELD, JM ;
OGDEN, MI ;
SKELTON, BW ;
WHITE, AH ;
WILNER, FR .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1989, (11) :2217-2221
[10]   FRIEDEL-CRAFTS CYANATION OF SOME REACTIVE AROMATIC-HYDROCARBONS [J].
GORE, PH ;
KAMOUNAH, FS ;
MIRI, AY .
TETRAHEDRON, 1979, 35 (24) :2927-2929