Design and Applications of Helical Crystal Spaces by Spontaneous Resolution
| Project/Area Number |
13555251
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 展開研究 |
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| Research Field |
Synthetic chemistry
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| Research Institution | The University of Tokyo |
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Principal Investigator |
AIDA Takuzo Graduate School of Engineering, Professor, 大学院・工学系研究科, 教授 (00167769)
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| Project Period (FY) |
2001 – 2002
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| Project Status |
Completed (Fiscal Year 2002)
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| Budget Amount *help |
¥9,800,000 (Direct Cost: ¥9,800,000)
Fiscal Year 2002: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 2001: ¥6,800,000 (Direct Cost: ¥6,800,000)
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| Keywords | Porphyrin / Chirality / Spontaneous Resolution |
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| Research Abstract |
Spontaneous resolution was found to occur for hydrogen-bonded complexes between chiral saddle-shaped porphyrins and 4-Br manderic acid. Ethyl 2-methylbutyrate, which was used as a chiral solvent for the crystallization, was enantioselectively included within helical spaces of the crystals with 50% enantiomeric excess. The inclusion of ethyl 2-methylbutyrate was also observed under vapor conditions with the same enantioselectivity and enantiomeric excess.
Novel porphyrin dimer and columnar assemblies, which were partially detected by CSI-MS measurements, were prepared from pyridine-attached saddle-shaped porphyrins and palladium or platinum complexes, in order to design novel chiral spaces and reaction fields. These supramolecular assemblies show enhanced CD activity upon interaction with optically active manderic acid compared with monomenc reference, suggesting that the chiral informations of porphyrin/manderic acid complexes transfer to the neighboring saddle prphyrins via rigid linkers.
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Report
(3 results)
Research Products
(3 results)
