Unexpected cleavage of upper rim-bridged calix[4]arenes leading to linear oligophenolic derivatives

被引：7
|
作者：
Slavik, P. [1 ]
Dvorakova, H. [2 ]
Krupicka, M. [1 ]
Lhotak, P. [1 ]
机构：
[1] Prague UCTP, Dept Organ Chem, Tech 5, Prague 16628 6, Czech Republic
[2] UCTP, Lab NMR Spect, Prague 16628 6, Czech Republic
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 05期
关键词：
HARTREE-FOCK; BASIS-SETS; SUBSTITUTION; CALIXARENES;
D O I：
10.1039/c7ob03101g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Regioselective meta-mercuration followed by Pd-catalysed intramolecular bridging gave birth to a novel type of calixarene bearing a single bond bridge between the meta positions of the neighboring aromatic subunits. These bridged derivatives possess extremely distorted cavities that imply possible amended properties over common calix[4]arenes. This new type of calixarene reactivity can be documented by acid-/electrophile-mediated cleavage of the basic macrocyclic skeleton leading to open oligomeric structures-the behavior of which has never been observed before in classic calix[4]arenes bearing alkoxy groups on the lower rim.
引用
收藏
页码：838 / 843
页数：6
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