Fluorinated Aminopyridines: Synthesis, Structure, and Rare Liquid–Liquid Cocrystal Formation Driven by Unusually Short N–H···F–C Hydrogen Bonding,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.)

Fluorinated Aminopyridines: Synthesis, Structure, and Rare Liquid–Liquid Cocrystal Formation Driven by Unusually Short N–H···F–C Hydrogen Bonding
Crystal Growth & Design ( IF 3.2 ) Pub Date : 2020-06-16 , DOI: 10.1021/acs.cgd.0c00689
Andrew J. Peloquin ₁ , Daniel A. Kure ₂ , Abby R. Jennings ₂ , Colin D. McMillen ₁ , Scott T. Iacono ₂ , William T. Pennington ₁

Affiliation

The role of hydrogen bonding in the crystal packing of a series of 4-aminoperfluoropyridines was studied using single-crystal X-ray crystallography. The aminoperfluoropyridines were synthesized using only excess amine to serve as both nucleophile and base. Instead of addition to the perfluoropyridine ring, a strong N–H···F–C hydrogen bond led to cocrystal formation of perfluoropyridine with sterically hindered amines dicyclohexylamine as well as 2-methylpiperdine. This formation is, to our knowledge, the first report of two nonreacting liquids, consisting of only discrete small molecules, combining to form a cocrystalline solid stable under ambient conditions. Perfluoropyridine is stabilized in the crystal lattice approximately 100 °C above its normal boiling point.

中文翻译：

氟化氨基吡啶：由异常短的NH····FC氢键驱动的合成，结构和罕见的液-液共晶体形成

使用单晶X射线晶体学研究了氢键在一系列4-氨基全氟吡啶晶体包装中的作用。仅使用过量的胺作为亲核试剂和碱来合成氨基全氟吡啶。除了加到全氟吡啶环上之外，强大的N–H···F–C氢键导致全氟吡啶与位阻胺二环己胺以及2-甲基哌啶共晶形成。据我们所知，这种形成是两种非反应性液体的首次报道，这两种液体仅由离散的小分子组成，结合形成在环境条件下稳定的共结晶固体。全氟吡啶在高于其正常沸点约100°C的晶格中稳定。

更新日期：2020-08-05

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