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Controlling the All-trans Stereochemistry in Liquid Crystalline 4,4′-Dialkyl-[1,1′-bicyclohexyl] Compounds
Synthesis ( IF 2.6 ) Pub Date : 2020-08-05 , DOI: 10.1055/s-0040-1707349
Andreas Wächtler 1 , Matthias Bremer 2 , David Maillard 2 , Thomas Mohr 2
Affiliation  


Published as part of the Special Topic Synthesis in Industry

Dedicated to the memory of Professor Dr. Dr. h. c. Michael Hanack (1931–2019). A.W. thanks him for 40 years of continuous encouragement.

Abstract

A good part of today’s liquid crystals (LCs) for display applications are derived from the Darzens–Nenitzescu reaction which, in a one-pot-process, yields 1,4-trans-acylphenylcyclohexanes from acid chlorides, benzene, and cyclohexene. A mechanism for this process is proposed based on quantum-chemical computations. The products of this reaction can be further elaborated to all-trans-4,4′-disubstituted-[1,1′-bicyclohexane] compounds, essential components in almost all fast switching LC-mixtures. An equilibration process involving carbo­cations is used to control the diastereomer distribution.



中文翻译:

控制液晶4,4'-二烷基-[1,1'-双环己基]化合物中的全反式立体化学


作为行业专题综合报告的一部分发布

致力纪念hc Michael Hanack博士(1931-2019)教授。AW感谢他40年来的不断鼓励。

抽象

当今用于显示应用的液晶(LC)的很大一部分来自Darzens-Nenitzescu反应,该反应通过一锅法从酰氯,苯和环己烯生成1,4-反式-酰基苯基环己烷。提出了基于量子化学计算的这一过程的机制。该反应的产物可以进一步修饰为全反式-4,4'-二取代的[[1,1'-双环己烷]化合物,这是几乎所有快速转换LC混合物中的基本成分。涉及碳正离子的平衡过程用于控制非对映异构体的分布。

更新日期:2020-08-06
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