Application of the Suzuki reaction as the key step in the synthesis of a novel atropisomeric biphenyl derivative for use as a liquid crystal dopant
Application of the Suzuki reaction as the key step in the synthesis of a novel atropisomeric biphenyl derivative for use as a liquid crystal dopant
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DOI：
10.1021/jo034652s
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发表时间：
2003-08-22
影响因子：
3.6
通讯作者：
Crépy, KVL
中科院分区：
文献类型：
--
作者：
Cammidge, AN;Crépy, KVL
以Suzuki偶联反应为关键步骤，合成了一种具有较大侧偶极矩的高度功能化的阻转异构联苯衍生物（4），并通过手性HPLC对其进行了拆分。最终的偶联反应由于空间位阻的贫电子硼酸酯22的快速水解脱硼而复杂化。因此，严格的无水条件是实现偶联所必需的。
A heavily functionalized atropisomeric biphenyl derivative (4), which is designed to possess a large lateral dipole moment, has been synthesized with use of a Suzuki coupling as the key step and resolved by chiral HPLC. The final coupling reaction is complicated by rapid hydrolytic deboronation of the sterically hindered, electron poor boronate 22. Rigorously anhydrous conditions are therefore necessary to achieve the coupling.