The behaviour of tricyclic fused host systems comprising seven-membered B-rings in mixed pyridines

文献信息

发布日期 2023-10-20

DOI 10.1039/D3CE00811H

影响因子 3.545

作者

Benita Barton, Mino R. Caira, Danica B. Trollip, Eric C. Hosten

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摘要

In this work, the selectivity behaviour of two tricyclic fused host systems with seven-membered B-rings, namely N,N′-bis(5-phenyl-5-dibenzo[a,d]cycloheptenyl)ethylenediamine (H1) and N,N′-bis(5-phenyl-10,11-dihydro-5-dibenzo[a,d]cycloheptenyl)ethylenediamine (H2), was investigated in various mixtures of pyridine (PYR) and the three C-methylated pyridine isomers (2-, 3-, and 4-MP). It was first demonstrated that H1 possessed the ability to enclathrate all four pyridines in the single guest solvent experiments while H2 was only able to form complexes with PYR and 4MP. H2 showed significantly enhanced selectivities compared with H1, consistently preferring PYR, while 2MP was the favoured guest of H1. Selectivity profiles suggested that H1 has the ability to separate mixtures of 2MP/PYR when these contain 40% 2MP (K = 11.8). H2, on the other hand, was shown to have exceptional separatory potential for PYR/2MP and PYR/3MP mixtures even when the amount of PYR in these was as low as 20%. These host compounds, therefore, are able to separate some of these pyridyl mixtures with high efficiency. SCXRD analyses on five of the six complexes prepared here demonstrated that the reason for the preferential behaviours of H1 and H2 for 2MP and PYR, respectively, was the significantly shorter hydrogen bonding interactions present between the host and guest molecules in these complexes. Thermal analyses further showed that these two complexes were more thermally stable than those with the less preferred guest compounds.

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CrystEngComm

来源期刊

CrystEngComm

CiteScore: 5.5

自引率: 7.7%

年发文量: 643

CrystEngComm is the forum for the design and understanding of crystalline materials. We welcome studies on the investigation of molecular behaviour within crystals, control of nucleation and crystal growth, engineering of crystal structures, and construction of crystalline materials with tuneable properties and functions. We publish hypothesis-driven research into… how crystal design affects thermodynamics, phase transitional behaviours, polymorphism, morphology control, solid state reactivity (crystal-crystal solution-crystal, and gas-crystal reactions), optoelectronics, ferroelectric materials, non-linear optics, molecular and bulk magnetism, conductivity and quantum computing, catalysis, absorption and desorption, and mechanical properties. Using Techniques and methods including… Single crystal and powder X-ray, electron, and neutron diffraction, solid-state spectroscopy, spectrometry, and microscopy, modelling and data mining, and empirical, semi-empirical and ab-initio theoretical evaluations. On crystalline and solid-state materials. We particularly welcome work on MOFs, coordination polymers, nanocrystals, host-guest and multi-component molecular materials. We also accept work on peptides and liquid crystals. All papers should involve the use or development of a design or optimisation strategy. Routine structural reports or crystal morphology descriptions, even when combined with an analysis of properties or potential applications, are generally considered to be outside the scope of the journal and are unlikely to be accepted.