Positional Effects of Annelated Pyrazine Rings on Structure and Stability of Hydrogen-Bonded Frameworks of Hexaazatrinaphthylene Derivatives,Crystal Growth & Design

当前位置： X-MOL 学术 › Cryst. Growth Des. › 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.)

Positional Effects of Annelated Pyrazine Rings on Structure and Stability of Hydrogen-Bonded Frameworks of Hexaazatrinaphthylene Derivatives
Crystal Growth & Design ( IF 3.2 ) Pub Date : 2020-03-24 , DOI: 10.1021/acs.cgd.0c00055
Ichiro Hisaki _{1,

2} , Qin Ji ₂ , Kiyonori Takahashi _{1,

2} , Norimitsu Tohnai ₃ , Takayoshi Nakamura _{1,

2}

Affiliation

A porous hydrogen-bonded organic framework (HOF) composed of N-hetero π-conjugated molecules (Nπ-HOF) is a promising candidate for multifunctional porous materials. However, such HOFs are still limited and only a handful of examples have been reported. In this study, we investigated the positional effects of annelated pyrazine rings on the structure and stability of Nπ-HOFs to establish a design principle for Nπ-HOFs. A new isomer of hexaazatrinaphthylene (CPBTQ) was synthesized and subjected to Nπ-HOF construction, activation, and an evaluation of stability and permanent porosity. A comparison between two kinds of Nπ-HOFs composed of isomers (CPBTQ and CPHATN) possessing three pyrazine rings annelated at different positions indicates that the positional difference of the pyrazine rings strongly affects the conformation of the peripheral phenylene groups, which then leads to different structures and stabilities of the Nπ-HOFs. The activated Nπ-HOF composed of CPBTQ (CPBTQ-1a) is revealed to exhibit a Brunauer–Emmett–Teller surface area of 471 m² g^–1 and shows HCl responsiveness thanks to the basic pyrazine rings annelated to the triphenylene core. We believe that the present results can contribute not only to the construction of multifunctional porous materials but also to the chemistry of heteroaromatic compounds.

中文翻译：

吡嗪环退火位置对六氮杂萘并萘衍生物氢键骨架结构和稳定性的影响

由N-杂π共轭分子（Nπ-HOF）组成的多孔氢键有机骨架（HOF）是多功能多孔材料的有希望的候选者。然而，这样的HOF仍然是有限的，并且仅报道了少数例子。在这项研究中，我们调查了退火的吡嗪环对Nπ-HOFs的结构和稳定性的位置影响，以建立Nπ-HOFs的设计原理。合成了六氮杂萘并萘的新异构体（CPBTQ），并对其进行Nπ-HOF构筑，活化以及稳定性和永久孔隙率的评估。两种由异构体组成的Nπ-HOF的比较（CPBTQ和CPHATN）具有三个在不同位置退火的吡嗪环的环表明吡嗪环的位置差异强烈影响外围亚苯基的构象，然后导致Nπ-HOF的结构和稳定性不同。由CPBTQ（CPBTQ-1a）组成的活化Nπ-HOF显示出的Brunauer-Emmett-Teller表面积为471 m ² g ^–1，并且由于碱性吡嗪环与三亚苯基核退火而表现出HCl响应性。我们相信，目前的结果不仅可以有助于多功能多孔材料的构造，而且可以有助于杂芳族化合物的化学。

更新日期：2020-03-24

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