Gram-scale preparation of negative-type liquid crystals with a CF2CF2-carbocycle unit via an improved short-step synthetic protocol

Herein, we demonstrate an improved short-step protocol for the synthesis of multicyclic molecules having a CF2CF2-containing cyclohexadiene or cyclohexane framework in a mesogenic structure. These molecules are promising candidates for vertical alignment (VA)-mode liquid crystal (LC) display devices...

Full description

Saved in:
Bibliographic Details
Published in:Beilstein journal of organic chemistry 2018-01, Vol.14 (1), p.148-154
Main Authors: Kumon, Tatsuya, Hashishita, Shohei, Kida, Takumi, Yamada, Shigeyuki, Ishihara, Takashi, Konno, Tsutomu
Format: Article
Language:English
Subjects:
Chemistry
Crystals
Cyclohexane
Design
Dielectric constant
Fluorine
Full Research Paper
gram-scale preparation
Hydrogenation
liquid crystals
NMR
Nuclear magnetic resonance
Protocol
short-step preparation
tetrafluorinated cyclohexadiene
tetrafluorinated cyclohexane
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Herein, we demonstrate an improved short-step protocol for the synthesis of multicyclic molecules having a CF2CF2-containing cyclohexadiene or cyclohexane framework in a mesogenic structure. These molecules are promising candidates for vertical alignment (VA)-mode liquid crystal (LC) display devices owing to their large negative dielectric constant. The tetrafluorinated multicyclic molecules were successfully obtained in only five or six reaction steps without the need for special handling techniques, as is generally required for thermally unstable organometallic species, representing a reduction of three reaction steps. The improved short-step synthetic protocol was also amenable to the multigram preparation of these promising molecules, which may contribute significantly to the development of novel negative-type LC molecules containing CF2CF2 carbocycles.
ISSN:2195-951X
1860-5397
1860-5397
DOI:10.3762/bjoc.14.10