Valine derived poly (acetylenes) as versatile chiral lyotropic liquid crystalline alignment media for RDC based structure elucidations,Magnetic Resonance in Chemistry

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Valine derived poly (acetylenes) as versatile chiral lyotropic liquid crystalline alignment media for RDC based structure elucidations
Magnetic Resonance in Chemistry ( IF 1.9 ) Pub Date : 2020-02-11 , DOI: 10.1002/mrc.5003
Alexis Krupp _{1,

2} , Markus Noll ₁ , Michael Reggelin ₁

Affiliation

Anisotropic samples of lyotropic liquid crystalline (LLC) phases of valine derived polyaryl acetylenes were employed as chiral alignment media for the measurement of residual dipolar couplings (RDCs) of 12 small, chiral, organic molecules. The quadrupolar splitting of the deuterium signal of CDCl3 can be adjusted by temperature and concentration changes from 0 to 350 Hz. The LLC phases showed excellent orienting properties for all analytes bearing various functional groups. The precise extraction of RDCs in the range of up to ±30 Hz from F2-coupled HSQC spectra was possible. Additionally, the chiral environment led to diastereomorphous interactions with the enantiomers of chiral analytes leading to two different sets of RDCs. This differential order effect was particularly pronounced with H-bond donors like alcohols and 2° amines.

中文翻译：

缬氨酸衍生的聚（乙炔）作为多功能手性溶致液晶取向介质，用于基于 RDC 的结构解析

缬氨酸衍生的聚芳基乙炔的溶致液晶 (LLC) 相的各向异性样品被用作手性取向介质，用于测量 12 个小手性有机分子的残余偶极耦合 (RDC)。CDCl3 的氘信号的四极分裂可以通过温度和浓度从 0 到 350 Hz 的变化进行调整。LLC 固定相对于所有带有各种官能团的分析物都显示出优异的定向特性。从 F2 耦合 HSQC 光谱中精确提取高达 ±30 Hz 范围内的 RDC 是可能的。此外，手性环境导致与手性分析物的对映异构体的非对映体相互作用，从而导致两组不同的 RDC。这种微分顺序效应在醇和 2° 胺等 H 键供体中尤为明显。

更新日期：2020-02-11

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