1,3-indane-based chromogenic calixpyrroles with push-pull chromophores: Synthesis and anion sensing

被引：141

作者：

Nishiyabu, R

Anzenbacher, P ^{[1
]}

机构：

[1] Bowling Green State Univ, Ctr Photochem Sci, Bowling Green, OH 43403 USA

[2] Bowling Green State Univ, Dept Chem, Bowling Green, OH 43403 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 03期

关键词：

D O I：

10.1021/ol0521782

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Knoevenagel condensation of 2-formyl-octamethylcalix[4]pyrrole with selected 1,3-indanedione derivatives yields calix[4]pyrrole anion sensors with push-pull chromophores displaying strong intramolecular charge transfer. The push-pull feature results in augmented signal output as well as in dramatic changes in anion selectivity exemplified by a 50-fold increase in acetate vs chloride selectivity compared to the parent calix[4]pyrrole.

引用

页码：359 / 362

页数：4

共 34 条

[1]

[Anonymous], 1999, ULLMANNS ENCY IND CH, V6th

[2]

Anzenbacher P, 2000, J ORG CHEM, V65, P7641

[3]

Baeyer A., 1886, Ber. Dtsch. Chem. Ges, V19, P2184, DOI [10.1002/cber.188601902121, DOI 10.1002/CBER.188601902121]

[4] STUDIES ON PI-ACCEPTOR MOLECULES CONTAINING THE DICYANOMETHYLENE GROUP - X-RAY CRYSTAL-STRUCTURE OF THE CHARGE-TRANSFER COMPLEX OF TETRAMETHYLTETRATHIAFULVALENE AND 2,3-DICYANO-1,4-NAPHTHOQUINONE - (TMTTF)3-(DCNQ)2 [J].