Syntheses of Macrocyclic Compounds Possessing Fluorine Atoms in Their Cavities: Structures and Complexation with Cations
✍ Scribed by Hiroyuki Takemura; Hiroyuki Kariyazono; Mikio Yasutake; Noriyoshi Kon; Keita Tani; Katsuya Sako; Teruo Shinmyozu; Takahiko Inazu
- Publisher
- John Wiley and Sons
- Year
- 2000
- Tongue
- English
- Weight
- 394 KB
- Volume
- 2000
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Novel fluorine-containing macrocyclic molecules have been octahedral geometry, exhibits relatively strong coordination ability towards K + , NH 4 + , and Ag + ions, while compound 2, synthesized in order to clarify the interaction or coordination ability of the C-F unit towards metal ions. The cage with four fluorine atoms in a structure similar to that of 1 shows only poor affinity for these ions. Compound 4, which compounds 1 and 2 were prepared by direct coupling reactions between the appropriate diamines and dibromides, has six fluorine atoms arranged in a quasi planar fashion, was found to show weak affinity towards NH 4 + and Ag + ions. while bond isomers of the cage compounds were synthesized via fluorinated diaza[3.3]metacyclophanes. Complex Thus, octahedrally arranged fluorine atoms evidently provide the best fit for spherical cations. Compound 1 shows formation with alkali metal cations, NH 4 + , and Ag + ions has been assessed by picrate extraction experiments.
characteristic 1 H-, 13 C-, and 19 F-NMR-spectral changes upon complexation. The crystal structure of 1 has been elucidated Comparison of the cation affinities of hosts 1, 2, and 4, shows that the spatial arrangement of the fluorine atoms strongly and compared to that of the K + complex. The C-F bonds are found to be slightly elongated in the K + complex, which is affects the donor ability of the host molecules. The hexafluoro cage compound 1, with six fluorine atoms in an clearly indicative of coordination of the fluorine atom to K + . line state by using the fluorine-containing cage compound