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

Citation
H. Shitara et al., Synthesis of optically active 2-methylchroman derivatives and application to chiral dopants for nematic liquid crystals, B CHEM S J, 73(1), 2000, pp. 259-265
Citations number
13
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
ISSN journal
00092673 → ACNP
Volume
73
Issue
1
Year of publication
2000
Pages
259 - 265
Database
ISI
SICI code
0009-2673(200001)73:1<259:SOOA2D>2.0.ZU;2-A
Abstract
Chiral 2-methylchroman-2-carboxylic acid derivatives were prepared as new c hiral dopants for nematic liquid crystals. The starting material, optically active 6-benzyloxy-2-methylchroman-2-carboxylic acid, was newly synthesize d as a rigid core structure and resolved by a diastereomeric salt formation method. Its absolute configuration was determined by comparing its circula r dichroism spectrum with that of the commercially available (S)-6-hydroxy- 2,5,7,8-tetramethylchroman-2-carboxylic acid derivative. The helical twisti ng power of the new dopants was determined and the relationship between the ir functional groups and flexible terminal structures was studied.