Acyclic pyrrole-based anion receptors: design, synthesis, and anion-binding properties

被引：51
|
作者：
Sessler, Jonathan L.
Barkey, Natalie M.
Pantos, G. Dan
Lynch, Vincent M.
机构：
[1] 1 University Station-A5300, Austin
来源：
NEW JOURNAL OF CHEMISTRY | 2007年 / 31卷 / 05期
关键词：
D O I：
10.1039/b615673h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of novel, acyclic pyrrole-based anion receptors is described that bind nitrite and carboxylate anions with good selectivity in dichloroethane solution. These systems, which are based on pyridine 2,6-dicarboxamides, also bind cyanide anions weakly. Control systems, incorporating a benzene-1,3-dicarboxamide spacer or wherein the connectivity of the amide linkage is "reversed'', either failed to act as effective anion receptors or displayed very different selectivities.
引用
收藏
页码：646 / 654
页数：9
相关论文
共 50 条
  • [11] Synthesis and anion-binding properties of novel redox-active calixarene receptors
    Metay, Estelle
    Duclos, Marie Christine
    Pellet-Rostaing, Stephane
    Lemaire, Marc
    Schulz, Juergen
    Kannappan, Ramu
    Bucher, Christophe
    Saint-Aman, Eric
    Chaix, Carole
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (25) : 4304 - 4312
  • [12] New calixpyrrole and calixpyrrole-inspired pyrrole-based anion receptors
    Sessler, Jonathan L.
    Gross, Dustin
    Cho, Won-Seob
    Pantos, G. Dan
    Katayev, Evgeny
    Barkey, Natalie
    Nielsen, Kent A.
    Jeppesen, Jan O.
    Miyaji, Hidekazu
    Yoon, Dae-Wi
    Hong, Seong-Jin
    Lee, Chang-Hee
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 722 - 722
  • [13] Recent progress in research on anion-responsive pyrrole-based π-conjugated acyclic molecules
    Maeda, Hiromitsu
    Bando, Yuya
    CHEMICAL COMMUNICATIONS, 2013, 49 (39) : 4100 - 4113
  • [14] Synthesis of an anion-binding amino acid
    Chenard, Sylvain
    Barberis, Claude
    Otis, Francois
    Paquin, Jean-Francois
    Martel, Jonathan
    Banville, Charles
    Voyer, Normand
    TETRAHEDRON LETTERS, 2012, 53 (04) : 409 - 411
  • [15] Conformational features and anion-binding properties of calix[4]pyrrole: A theoretical study
    Wu, YD
    Wang, DF
    Sessler, JL
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (11): : 3739 - 3746
  • [16] Calix[4]pyrrole-based anion transporters with tuneable transport properties
    Yano, Masafumi
    Tong, Christine C.
    Light, Mark E.
    Schmidtchen, Franz P.
    Gale, Philip A.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (19) : 4356 - 4363
  • [17] CONFORMATIONAL CONTROL OF A PYRROLE-BASED AMIDE PENTAMER BY DIHYDROGEN PHOSPHATE ANION BINDING
    Li, Jiulong
    Li, Guoping
    Lu, Chaocao
    Htan, Bu
    Ma, Chunmiao
    Gan, Quan
    HETEROCYCLES, 2019, 98 (04) : 551 - 557
  • [18] Conformational analysis and anion-binding properties of ferrocenyl-calixarene receptors
    Metay, Estelle
    Duclos, Marie Christine
    Pellet-Rostaing, Stephane
    Lemaire, Marc
    Schulz, Juergen
    Kannappan, Ramu
    Bucher, Christophe
    Saint-Aman, Eric
    Chaix, Carole
    SUPRAMOLECULAR CHEMISTRY, 2009, 21 (1-2) : 68 - 80
  • [19] Anion-binding catalysis
    Jacobsen, Eric
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
  • [20] Viologen-based redox-switchable anion-binding receptors
    Kannappan, Ramu
    Bucher, Christophe
    Saint-Aman, Eric
    Moutet, Jean-Claude
    Milet, Anne
    Oltean, Mircea
    Metay, Estelle
    Pellet-Rostaing, Stephane
    Lemaire, Marc
    Chaix, Carole
    NEW JOURNAL OF CHEMISTRY, 2010, 34 (07) : 1373 - 1386
12345