Synthesis of optically active 2-methylchroman derivatives and application to chiral dopants for nematic liquid crystals

被引:18
作者
Shitara, H [1 ]
Aoki, Y [1 ]
Hirose, T [1 ]
Nohira, H [1 ]
机构
[1] Saitama Univ, Fac Engn, Dept Appl Chem, Urawa, Saitama 3388570, Japan
关键词
D O I
10.1246/bcsj.73.259
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral 2-methylchroman-2-carboxylic acid derivatives were prepared as new chiral dopants for nematic liquid crystals. The starting material, optically active 6-benzyloxy-2-methylchroman-2-carboxylic acid, was newly synthesized as a rigid core structure and resolved by a diastereomeric salt formation method. Its absolute configuration was determined by comparing its circular dichroism spectrum with that of the commercially available (S)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid derivative. The helical twisting power of the new dopants was determined and the relationship between their functional groups and flexible terminal structures was studied.
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页码:259 / 265
页数:7
相关论文
共 13 条
[1]   AN EXPLANATION OF GRANDJEAN DISCONTINUITIES [J].
CANO, R .
BULLETIN DE LA SOCIETE FRANCAISE MINERALOGIE ET DE CRISTALLOGRAPHIE, 1968, 91 (01) :20-&
[2]   AN EFFICIENT CHEMOSELECTIVE SYNTHESIS OF NITRILES FROM PRIMARY AMIDES [J].
CLAREMON, DA ;
PHILLIPS, BT .
TETRAHEDRON LETTERS, 1988, 29 (18) :2155-2158
[3]   Chiral induction by optically active aminoanthraquinones in nematic phases [J].
Kuball, HG ;
Muller, T ;
Bruning, H ;
Schonhofer, A .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1995, 261 :205-216
[4]  
Kusumoto T., 1993, Ferroelectrics, V148, P153, DOI 10.1080/00150199308019941
[5]   SYNTHESIS OF OPTICALLY-ACTIVE CIS-N-BENZYL-2-(HYDROXYMETHYL)CYCLOHEXYLAMINE AND RESOLUTION OF CARBOXYLIC-ACIDS [J].
NISHIKAWA, J ;
ISHIZAKI, T ;
NAKAYAMA, F ;
KAWA, H ;
SAIGO, K ;
NOHIRA, H .
NIPPON KAGAKU KAISHI, 1979, (06) :754-757
[6]  
NISHIMURA E, 1995, Patent No. 797380
[7]  
PAULUTH D, 1997, CHIRALITY IND, V2, P263
[8]  
Shitara H, 1998, CHEM LETT, P261
[9]  
SHITARA H, 1997, 72 ANN M CHEM SOC JA
[10]  
SHITARA H, 1998, 74 ANN M CHEM SOC JA