1997 Fiscal Year Final Research Report Summary
Systematization of optical resolution and development of new chiral materials
| Project/Area Number |
08455411
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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 | 一般 |
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| Research Field |
有機工業化学
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| Research Institution | Saitama University |
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Principal Investigator |
NOHIRA Hiroyuki Saitama Univ., Faculty of Engineering, Professor, 工学部, 教授 (50008819)
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| Co-Investigator(Kenkyū-buntansha) |
AOKI Yoshio Saitama Univ., Faculty of Engineering, Research associate, 工学部, 助手 (00251140)
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| Project Period (FY) |
1996 – 1997
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| Keywords | optical resolution / chiral compound / resolving agent / crystallization method / resolving efficiency / medicine / perfume / liquid crystal |
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| Research Abstract |
We have mainly studied on optical resolutions with crystallization method. Sclareolide was resolved by erythro-2-amino-1,2-diphenylethanol, and a natural type of Ambrox was synthesized from the optically active Sclareolide. gamma-Nonyllactone which was a chief ingredient of coconut flavor was resolved by 1-naphtylethylamine. 3-Hydroxy-4-butanolide which was useful for synthesis of medicinal compounds was resolved, and some optically active compounds having a five-membered ring structure were derived from it.
New chiral amines and aminoalchols having a condensed-ring structure, namely 1-aminoindane and 1-amino-2-hydroxy-1,2,3,4-tetrahydronaphtalene were synthesized and resolved. Many kind of carboxylic acids were resolved by the optically active amines and aminoalchols, and a relationship between molecular structure of resolving agents and their resolving ability was discussed.
Using optically active cyanohydrins resolved by trans-2-benzamidocyclohexane carboxylic acid, some ferroelectric liquid crystals were synthesized, and their ferroelectricities were evaluated.
Optically active chroman-2-carboxylic acid derivatives were synthesized, and their absolute configurations were determined by the circular dichromism. Some chiral nematic materials were synthesized using chroman-2-carboxylic acid, and their helical twisting powers were evaluated.
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