Bicarbonate Recognition Features of a Naphthobipyrrole‐strapped Calix[4]pyrrole,Bulletin of the Korean Chemical Society

当前位置： X-MOL 学术 › Bull. Korean Chem. Soc. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Bicarbonate Recognition Features of a Naphthobipyrrole‐strapped Calix[4]pyrrole
Bulletin of the Korean Chemical Society ( IF 2.3 ) Pub Date : 2020-11-27 , DOI: 10.1002/bkcs.12159
Ju Hyun Oh ₁ , Ju Ho Yang ₁ , Han‐Byeol Choi ₁ , Sung Kuk Kim ₁

Affiliation

A calix[4]pyrrole (1) strapped with a naphthobipyrrole was prepared and its ability to bind the bicarbonate anion (HCO₃⁻) was investigated via ¹H NMR and UV/Vis spectroscopic analyses. The resulting spectral data revealed that receptor 1 was capable of recognizing HCO₃⁻ with high affinity in solutions as well as in the solid state. In CD₂Cl₂, it was inferred from ¹H NMR spectroscopic titration experiment that HCO₃⁻ interacts with receptor 1 via two different modes with the first involving HCO₃⁻ being hydrogen bonded to all six NH protons of the receptor. This interaction is followed by a deprotonation process of the bipyrrole NHs upon the subsequent addition of HCO₃⁻ while the anion remains hydrogen‐bonded to the calix[4]pyrrole NHs. In the presence of methanol, the bound bicarbonate anion was converted into an unstable monomethyl carbonate anion (CH₃OCO₂⁻) that was then stabilized by forming a complex with receptor 1.

中文翻译：

萘并吡咯环的杯[4]吡咯的碳酸氢盐识别特征

杯[4]吡咯（1）用制备一种naphthobipyrrole和其结合的碳酸氢根阴离子的能力（HCO绑₃^-）通过研究¹ H NMR和UV /可见光分光分析。将得到的光谱数据表明，受体1是能够识别的HCO ₃^-以高亲和力在解决方案，以及在固体状态。在CD ₂氯₂，将其从推断^1个1 H NMR光谱滴定实验的是HCO ₃^-与受体相互作用1经由与第一涉及HCO两种不同的模式₃^-被氢键合到受体的所有六个NH质子上这种相互作用之后是在随后加入HCO的二吡咯NHS的脱质子化过程₃^-，而阴离子保持氢键结合到杯[4]吡咯NHS。在甲醇的存在下，结合的碳酸氢根阴离子被转化成不稳定的单碳酸根阴离子（CH ₃ OCO ₂^-），然后将其通过形成复合物与受体稳定1。

更新日期：2021-01-27

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11