Fujimoto Chikoto, Kusunose Yukio, Maeda Hiromitsu
Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu 525-8577, Japan.
J Org Chem. 2006 Mar 17;71(6):2389-94. doi: 10.1021/jo052511f.
Alkyl-substituted derivatives of 1,3-dipyrrolyl-1,3-propanedione BF2 complexes, the efficient receptors for halide and oxoanions with use of bridging CH as well as pyrrole NH, are reported. BF2 complexes with only one pyrrole NH interaction site (2d,e), which exhibit smaller affinities than the basic structure (2b), bind anions tightly, which is inferred by UV/vis absorption spectral changes, compared to the derivatives with an alkyl group at the bridging carbon (2f) or two pyrrole nitrogen sites (2c). With use of 1H NMR and theoretical studies for anion complexes of 2d and 2e, bridging CH (and one beta-CH in 2d) as well as pyrrole NH is found to interact with anions.
报道了1,3 - 二吡咯基 - 1,3 - 丙二酮BF₂配合物的烷基取代衍生物，它们是利用桥连CH以及吡咯NH对卤化物和含氧阴离子有效的受体。与在桥连碳处有烷基（2f）或两个吡咯氮位点（2c）的衍生物相比，仅具有一个吡咯NH相互作用位点的BF₂配合物（2d，e），其亲和力比基本结构（2b）小，但通过紫外/可见吸收光谱变化推断，它们能紧密结合阴离子。通过对2d和2e的阴离子配合物进行¹H NMR和理论研究，发现桥连CH（以及2d中的一个β - CH）和吡咯NH与阴离子相互作用。
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