Fluoride: Solution- and Solid-State Structural Binding Probe

被引：44

作者：

Kang, Sung Ok ^{[1
]}

Day, Victor W. ^{[1
]}

Bowman-James, Kristin ^{[1
]}

机构：

[1] Univ Kansas, Dept Chem, Lawrence, KS 66045 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 02期

基金：

美国国家科学基金会;

关键词：

NEUTRAL MACROCYCLIC AMIDES; ANION-BINDING; COORDINATION CHEMISTRY; TINY OCTAAZACRYPTAND; INCLUSION COMPLEXES; RECEPTORS; RECOGNITION; ION; THIOCARBOXAMIDES; SELECTIVITY;

D O I：

10.1021/jo901581w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Solid-state and solution studies were performed to determine if F- is encapsulated by anion hosts in both media. X-ray crystal structure determinations were compared with both H-1 and F-19 solution NMR data. Three hosts were studied: (1) two polyamide hosts, one with isophthaloyl spacers and the other with pyridine spacers, and (2) a polythioamide host with pyridine spacers. Binding studies showed that the pyridine-containing amide cryptand shows the highest affinity (K-a > 10(5) in DMSO-d(6)), with the other hosts at least a factor of 10 lower. All of the cryptands appear to encapsulate F- in solution, where a deuterium-exchange reaction with DMSO-d(6) can be monitored by F-19 NMR. Four crystal structures are reported and compared: two For the pyridine-containing free base hosts and two for encapsulated F- complexes of the two amide-based cryptands.

引用

页码：277 / 283

页数：7

共 66 条

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