A tetracationic macrocycle, namely ExBluebox^(4+),bearing two N-phenylene-bipyridinium units that arebridged in a face-to-face manner by two rigid linkerswas synthesized by using an electron-rich template.Compared to ...A tetracationic macrocycle, namely ExBluebox^(4+),bearing two N-phenylene-bipyridinium units that arebridged in a face-to-face manner by two rigid linkerswas synthesized by using an electron-rich template.Compared to the so-called Bluebox^(4+) first inventedby Stoddart, ExBluebox^(4+) reported here has an extendedcavity, allowing the recognition of vipswhose sizes exceed the inner cavity of Bluebox^(4+). Incomparison with the so-called Exbox^(4+) in which twopyridinium units are separated by a phenylene linker,the viologen dications in ExBluebox^(4+) remain intact.ExBluebox^(4+) demonstrates capabilities of recognizingvarious aromatic vips in both water and organicsolvent such as MeCN. By taking advantage of thedifference in binding affinities, the macrocycle dissolvedin water was able to separate pyrene fromperylene, this separation would otherwise be ratherdifficult due to pyrene and perylene’s similar physicalproperties such as their boiling points. In water,ExBluebox^(4+) can be recognized within the cavity ofcucurbit[10]uril (CB[10]), forming a complex ExBluebox^(4+)⊂ CB[10], driven by the hydrophobic effect andcation-dipole interactions. After encapsulated withinof CB[10], the vip recognition ability of ExBluebox^(4+)survived or even increased in water, allowingthe self-assembly of “Russian doll” structures in theform of vip ⊂ ExBluebox^(4+) ⊂ CB[10].展开更多
基金supported by the Starry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study(grant no.SN-ZJU-SIAS-006)the support from the Leading Innovation Team grant from the Department of Science and Technology of Zhejiang Province(grant no.2022R01005)+1 种基金the Natural Science Foundation of Zhejiang Province(grant no.LZ24B020002)the National Natural Science Foundation of China(grant no.22273082).
文摘A tetracationic macrocycle, namely ExBluebox^(4+),bearing two N-phenylene-bipyridinium units that arebridged in a face-to-face manner by two rigid linkerswas synthesized by using an electron-rich template.Compared to the so-called Bluebox^(4+) first inventedby Stoddart, ExBluebox^(4+) reported here has an extendedcavity, allowing the recognition of vipswhose sizes exceed the inner cavity of Bluebox^(4+). Incomparison with the so-called Exbox^(4+) in which twopyridinium units are separated by a phenylene linker,the viologen dications in ExBluebox^(4+) remain intact.ExBluebox^(4+) demonstrates capabilities of recognizingvarious aromatic vips in both water and organicsolvent such as MeCN. By taking advantage of thedifference in binding affinities, the macrocycle dissolvedin water was able to separate pyrene fromperylene, this separation would otherwise be ratherdifficult due to pyrene and perylene’s similar physicalproperties such as their boiling points. In water,ExBluebox^(4+) can be recognized within the cavity ofcucurbit[10]uril (CB[10]), forming a complex ExBluebox^(4+)⊂ CB[10], driven by the hydrophobic effect andcation-dipole interactions. After encapsulated withinof CB[10], the vip recognition ability of ExBluebox^(4+)survived or even increased in water, allowingthe self-assembly of “Russian doll” structures in theform of vip ⊂ ExBluebox^(4+) ⊂ CB[10].
