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A Planar-Chiral Pillar[5]arene-Based Monophosphine Ligand with Induced Chirality at the Biaryl Axis
Synlett ( IF 1.7 ) Pub Date : 2018-08-24 , DOI: 10.1055/s-0037-1610635
Yuuya Nagata 1 , Tomoki Ogoshi 2, 3 , Michinori Suginome 1 , Yasuo Shimada 2 , Tsuyoshi Nishikawa 1 , Ryohei Takeda 1 , Makoto Uno 1
Affiliation  

Published as part of the Cluster Atropisomerism – in Memoriam Kurt Mislow

Abstract

A planar-chiral pillar[5]arene with cyclohexylmethoxy side chains and a pendant diphenylphosphine was prepared and used as a chiral ligand in asymmetric reactions. Chirality transfer from the planar-chiral pillar[5]arene scaffold to the chiral biaryl moiety was demonstrated by circular dichroism (CD) spectroscopy, single-crystal X-ray diffraction analysis, and asymmetric catalysis.

A planar-chiral pillar[5]arene with cyclohexylmethoxy side chains and a pendant diphenylphosphine was prepared and used as a chiral ligand in asymmetric reactions. Chirality transfer from the planar-chiral pillar[5]arene scaffold to the chiral biaryl moiety was demonstrated by circular dichroism (CD) spectroscopy, single-crystal X-ray diffraction analysis, and asymmetric catalysis.



中文翻译:

平面手性[5]芳烃基单膦配体在联芳基轴上诱导手性

作为团簇阻转异构学的一部分发表在《记忆库特·米斯洛》中

抽象的

制备了具有环己基甲氧基侧链和侧基二苯基膦的平面手性柱[5]芳烃,并将其用作不对称反应中的手性配体。从平面手性柱[5]芳烃骨架向手性联芳基部分的手性转移通过圆二色性(CD)光谱,单晶X射线衍射分析和不对称催化得到证明。

制备了具有环己基甲氧基侧链和侧基二苯基膦的平面手性柱[5]芳烃,并将其用作不对称反应中的手性配体。从平面手性柱[5]芳烃骨架向手性联芳基部分的手性转移通过圆二色性(CD)光谱,单晶X射线衍射分析和不对称催化得到证明。

更新日期:2018-08-24
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