Kuno Atsuko, Tohnai Norimitsu, Yasuda Nobuhiro, Maeda Hiromitsu
Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, Kusatsu, 525-8577, Japan.
Department of Material and Life Science, Graduate School of Engineering, Osaka University, Suita, 565-0871, Japan.
Chemistry. 2017 Aug 22;23(47):11357-11365. doi: 10.1002/chem.201701921. Epub 2017 Aug 1.
Dipyrrolyldiketone BF complexes with amide units at pyrrole α-positions were synthesized in modest yields and showed extremely high anion-binding affinities because of multiple hydrogen-bonding interactions. The phenyl-amide-substituted derivative formed solid-state chiral helical structures, wherein π planes were oriented parallel to the helical directions. Examination of anion-binding behavior using H NMR spectroscopy combined with theoretical studies suggested fast pyrrole inversions, particularly for the phenyl-amide-substituted derivative. The anion complexes behaved as building units of ion-pairing assemblies in combination with planar and bulky cations.
在吡咯α位带有酰胺单元的二吡咯二酮硼配合物以适度的产率合成出来，并且由于多重氢键相互作用而显示出极高的阴离子结合亲和力。苯基酰胺取代的衍生物形成固态手性螺旋结构，其中π平面平行于螺旋方向取向。使用核磁共振氢谱结合理论研究对阴离子结合行为的考察表明吡咯快速翻转，特别是对于苯基酰胺取代的衍生物。阴离子配合物与平面且体积较大的阳离子结合时表现为离子对组装体的构建单元。
