1996 Fiscal Year Final Research Report Summary
Syntheses of cryptophanes and their molecular recognition toward achira and chiral molecules
Project/Area Number |
07640779
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Single-year Grants |
Section | 一般 |
Research Field |
機能・物性・材料
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Research Institution | Toho University |
Principal Investigator |
AKABORI Sadatoshi Toho University, Faculty of Science, Professor, 理学部, 教授 (40057534)
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Project Period (FY) |
1995 – 1996
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Keywords | cryptophanes / Host-Guest / alkanes / Inclusion / alkali metal cations / alkyl ammonium cations / Thermal parameters |
Research Abstract |
The anti-and syn-diethyleneoxy bridged cryptophanes (1a and 1b) were prepared by the direct trimerization of 1,5-bis [(4-hydroxymethyl) -2-methoxyphenoxy] -3-oxapentane and/or by stepwise methods from vanillyl alchohol. The syn-isomer (1b) showed highly selective complexing abilities for cesium, and the tetraethylammonium and triethylmethylammonium cations among the investigated alkali metal and alkyl ammonium cations as compared with those of the anti-isomer (1a). Several aromatic bridged cryptophanes were also successfully synthesized. p-Xylene bridged cryptophane anti-2a was prepared by the direct trimerization of alpha, alpha'-bis [4-hydroxymethyl-2-methoxyphenoxy] -p-xylene. The synthesis of o-xylene bridged cryptophane anti-3a was carried out by the direct trimerization and/or the stepwise method from vanillyl alcohol. The o- [4,5-bis (methoxycarbonyl)] xylene bridged cryptophanes anti-4a and syn-4b were also prepared by the stepwise method from vanillyl alcohol. Anti-xylene bridged cryptophanes (2 and 3) was capable of complexing with almost all the quaternary alkylammonium cations among the primary, secondary, tertiary and quaternary ammonium cations, and selectively prefered to complex with NEt_3Me^+ cation as a guest. From the complexation of the o-xylene bridged cryptophane anti-3a and the analogs anti-4a and syn-4b with the NMe_4^+ cation, the cryptophanes anti-3a and syn-4b were confirmed to complex with the guest cation, however, anti-4a was not confirmed to be included. Also complexing abilities of cryptophanes, 1,2 and 3 with several kind of isomers of hexane, heptane and octane were investigated. The syn isomers (1b-3b) showed selective complexing abilities for several alkanes as compared with those of the anti isomers (1b-3b).
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Research Products
(4 results)