One-dimensional arrangement of NORIA in the solid-state

Abstract

<p>NORIA is a synthetic macrocycle consisting of twelve resorcinol rings. By cocrystallization of NORIA with benzene, NORIA organized one-dimensional array.</p>

Noria and its derivatives as hosts for chemically and thermally robust Type II porous liquids

“…However, the spectra did not change significantly between 25 and 120 °C (in deuterated dimethyl sulfoxide ( d 6 -DMSO)). Therefore, the complexity and broadness were concluded to indicate that a mixture of species was indeed present, in agreement with Shimoyama et al 27 Liquid chromatography-mass spectrometry (LCMS) analysis was inconclusive on this point because of low solubility in appropriate solvents such as acetonitrile, and we therefore investigated various bulk separation and purification procedures to elucidate the composition ( Fig. 3 ).…”

“…S47 † ). The 1 H NMR spectrum of Product 7 was obtained by dissolving some single crystals in d 6 -DMSO and it was found to match well with the spectrum reported by Shimoyama et al 27 However, we have also now fully assigned the spectrum (see ESI Section S2.5 and S2.7 † ). ( Fig.…”

“… 23,24 In all cases found in the literature, 1 H NMR data for bulk samples of Noria derivatives have also exhibited broad signals that are not consistent with pure, high-symmetry products. Very recently, a 1 H NMR spectrum has been reported by Shimoyama et al , 27 which is consistent with the S 6 symmetry, but with different chemical shifts to the 1 H NMR spectrum reported by Zhai et al (see ESI, S2.14 † ). 22 Despite the overall lack of definitive characterisation of bulk Noria samples, in terms of the functional porosity of bulk Noria samples, gas sorption isotherms do point to significant microporosity consistent with the nature of Noria as a rigid host with a central cavity.…”

“…We therefore began by re-synthesising Noria according to the original literature method described by Kudo et al and obtained bulk samples with 1 H NMR spectra similar to the broad and complex ones reported in the literature which are not consistent with a pure S 6 Noria structure. 18 a ,20 As previously mentioned, a recent paper published by Shimoyama et al 27 stated that bulk Noria samples were comprised of a mixture of species, however, no detail was given as to what these species were, other than that they may be polymeric byproducts. The lack of consistency regarding the 1 H NMR spectrum of Noria found in the literature was concerning and necessitated systematic studies into the true nature of bulk Noria samples.…”