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Gram-scale preparation of negative-type liquid crystals with a CF(2)CF(2)-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 CF(2)CF(2)-containing cyclohexadiene or cyclohexane framework in a mesogenic structure. These molecules are promising candidates for vertical alignment (VA)-mode liquid crystal (LC) display dev...

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Detalles Bibliográficos
Autores principales: Kumon, Tatsuya, Hashishita, Shohei, Kida, Takumi, Yamada, Shigeyuki, Ishihara, Takashi, Konno, Tsutomu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5789429/
https://www.ncbi.nlm.nih.gov/pubmed/29441138
http://dx.doi.org/10.3762/bjoc.14.10
Descripción
Sumario:Herein, we demonstrate an improved short-step protocol for the synthesis of multicyclic molecules having a CF(2)CF(2)-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 CF(2)CF(2) carbocycles.