916080-04-1Relevant articles and documents
Stereoselective synthesis and physicochemical properties of liquid-crystal compounds possessing a trans-2,5-disubstituted tetrahydropyran ring with negative dielectric anisotropy
Araki, Keisuke,Yamamoto, Tetsuya,Tanaka, Ryoji,Tanaka, Saori,Ushioda, Makoto,Gotoh, Yasuyuki,Yamakawa, Tetsu,Inoue, Munenori
, p. 2458 - 2466 (2015)
Three stereoselective syntheses and the physicochemical properties of trans,trans-5-(4-ethoxy-2,3-difluoro-phenyl)-2-(4-propylcyclohexyl)tetrahydropyran, which is an important liquid-crystal compound with a large negative dielectric anisotropy (Δε = -7.3), are described. The key step in the construction of the trans-2,5-disubstituted tetrahydropyran ring in the first approach involved a benzylic cation mediated intramolecular olefin cyclization of a 2-allyloxy-1-arylethanol derivative. The second method included the Et2Zn-induced 1,2-aryl shift of a bromohydrin obtained from a hetero-Diels-Alder reaction, followed by stereoselective bromination. The third approach utilized the hetero-Diels-Alder reaction of trans-4-propylcyclohexanecarboxaldehyde and a 2-aryl-3-(trimethylsilyl)oxy-1,3-butadiene, followed by stereoselective protonation. From results obtained by using a quantum chemical calculation method, the reason why the target compound shows a large negative Δε value is discussed.
FORMYLTETRAHYDROPYRANS, METHOD FOR THE PRODUCTION THEREOF AND USE THEREOF IN THE PRODUCTION OF LIQUID CRYSTAL COMPOUNDS
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Page/Page column 48, (2010/11/25)
The invention relates to formyltetrahydropyrans comprising mesogenic substituents, to a method for the production thereof and to the use thereof for producing substituted tetrahydropyran derivatives.
TETRAHYDROPYRANE DERIVATIVES COMPRISING SEVERAL RINGS CONTAINING OXYGEN AND METHOD FOR THE PRODUCTION THEREOF
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Page/Page column 50, (2010/11/25)
The invention relates to a method for producing tetrahydropyrane derivatives which comprise at least one additional ring containing oxygen. The invention also relates to, in particular, compounds having two tetrahydropyrane rings or at least one tetrahydr