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A CTV Analogue: Arene-Persubstituted Cyclotrixylohydroquinoylene and Its Derivatives
journal contribution
posted on 2020-10-28, 20:04 authored by Jianmin Jiao, Baobao Sun, Yihan Ding, Hao Zheng, Yue Zhao, Juli Jiang, Chen Lin, Leyong WangA crown-shaped cyclotriveratrylene
(CTV) analogue
with persubstituted arene unitsnamely, cyclotrixylohydroquinoylene
(CTX)was synthesized from tetrasubstituted o-xylohydroquinone. Importantly, a series of CTX derivatives were prepared by introducing second bridged methylene,
phenylphosphine oxide, and dimethylsilyl at the middle rim, referred
to as CTX[CH2], CTX[P(O)Ph], and CTX[SiMe2], respectively, with the completely locked crown conformation,
leading to the formation of unique C3-symmetric Chinese
censer-shaped pocket structures. In addition, the water-soluble CTX[CH2] derivative (WCTX[CH2]) was synthesized
from CTX[CH2] by
simple oxidation reaction with the modification at the upper rim,
and its host–guest interaction with methyl viologen in water
was investigated.