Anion-directed self-assembly of a 2,6-bis( 2-anilinoethynyl) pyridine bis( amide) scaffold

被引:2
|
作者
Tresca, Blakely W. [1 ,2 ]
Berryman, Orion B. [1 ,2 ,4 ]
Zakharov, Lev N. [3 ]
Johnson, Darren W. [1 ,2 ]
Haley, Michael M. [1 ,2 ]
机构
[1] Univ Oregon, Dept Chem & Biochem, Eugene, OR 97403 USA
[2] Univ Oregon, Inst Mat Sci, Eugene, OR 97403 USA
[3] Univ Oregon, CAMCOR, 1443 East 13th Ave, Eugene, OR 97403 USA
[4] Univ Montana, Dept Chem & Biochem, 32 Campus Dr, Missoula, MT 59812 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
self-assembly; anion binding; amide binding; host-guest; DOSY; PI INTERACTIONS; ION; RECEPTORS; SERIES; ARCHITECTURES; SOLVENTS; COMPLEX; BINDING; SENSOR; CATION;
D O I
10.1080/10610278.2015.1072199
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bis(sulfonamide) receptors based on the 2,6-bis(2-anilinoethynyl)pyridine scaffold form persistent dimers with water and halides in solution and in the solid-state. The structurally related bis(amide) receptor derived from 3,5-dinitrobenzoyl chloride is a dimer in the solid-state with two HCl molecules directing the self-assembly. The 2+2 dimer, with a twisted S'-shaped backbone, is held together by six hydrogen bonds. Dissolution of the (H2(+)Cl(-))(2) adduct in CHCl3 results, however, in a monomeric structure. DOSY and H-1 NMR experiments were used to identify the dominance of monomer in solution for both 2 and H2(+)Cl(-). The OFF-ON' fluorescence response of 2,6-bis(2-anilinoethynyl)pyridine is retained with amide arms.
引用
收藏
页码:37 / 44
页数:8
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