A Triphenylene-Based Triptycene with Large Free Volume Synthesized by Zirconium-Mediated Biphenylation

被引:49
作者
Hilton, Cameron L. [1 ]
Jamison, Christophcr R. [1 ]
Zane, Hannah K. [1 ]
King, Benjamin T. [1 ]
机构
[1] Univ Nevada, Dept Chem, Reno, NV 89557 USA
基金
美国国家科学基金会;
关键词
BENZOTRIPTYCENES; IPTYCENES; LIGANDS;
D O I
10.1021/jo801643u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Biphenylation using (Li(THF)(4))(2)center dot Zr(biphe)(3) of hexabromotriptycenes bearing H (1-H) or Bu (1-Bu) at the bridgeheads gave triptycenes with triphenylene blades. The blades extend both perpendicular and parallel to the 3-fold axis and generate a large intramolecular free volume (IMFV) (1-H, AM1, 710 angstrom(3); cf. triptycene, AM1 71 angstrom(3)). Crystals of 1-H Could not be obtained. Triptycene 1-Bu, in which the Bu (groups fill the voids near the bridgehead, was crystalline. X-ray diffraction analysis revealed crystal packing with alternating interlocked corrugated and distorted hexagonal layers.
引用
收藏
页码:405 / 407
页数:3
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