Beilstein J. Org. Chem.2019,15, 1460–1467, doi:10.3762/bjoc.15.146
interesting new binding properties.
During the last six years, our group have developed a series of naphthol-based macrocyclic receptors [24][25][26][27][28][29]. Of them, oxatub[4]arene [30][31] and zorb[4]arene [32][33] show multiple conformations due to the flipping of naphthalenes and thus resulted in a
timescale. H3 is diastereotopic and could be split when the conformational interconversion is slow on the NMR timescale, as observed for oxatub[4]arene [30] and zorb[4]arene [32]. When lowering the temperature to 223 K, H3 of 1 was split to two peaks while other peaks become broadened (Figure 1b). This
of two conformations of 1, which is conformationally adaptive to the guests. That is, the guest can select the better conformation to maximize the binding affinities, as oxatub[4]arene and zorb[4]arene do [30][32].
In contrast, the addition of these precious metal chloride complexes does not induce
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Graphical Abstract
Scheme 1:
(a) Chemical structures of the reported tetralactam macrocycles with aromatic sidewalls; (b) synthe...
Beilstein J. Org. Chem.2018,14, 1570–1577, doi:10.3762/bjoc.14.134
binding behavior of ZB4 and lays the basis for the construction of stimuli-responsive materials with ZB4 as a major component.
Keywords: conformations; host–guest chemistry; macrocycles; supramolecular chemistry; zorb[4]arene; Introduction
Macrocyclic receptors are the principal workhorses used in
] and remote electronic substituents on the guests [34]. In addition, different alkyl side chains on oxatub[4]arenes lead to different macroscopic self-assembly behaviors [36]. Zorb[4]arene was first synthesized, reported and so named by the Georghiou group in 2005. The derivatives per-O-methoxy- and
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Graphical Abstract
Scheme 1:
(a) Chemical structures of ZB4 and the guests involved in this research. The counterions are PF6−. ...