A novel deep-cavity calixarene,
p-[1-(4-hydroxyphenyl)-1-methylethyl]calix[8]arene 1 was
synthesized and its complexation with aromatic compounds was examined.
Reaction of p-[1-(4-methoxyphenyl)-1-methylethyl]phenol 2 with
paraformaldehyde under various conditions only resulted in
p-[1-(4-methoxyphenyl)-1-methylethyl]calix[8]arene 3, and no
corresponding calix[4]arene and calix[6]arene were detected. Removal of the
methyl in the ether groups of 3 afforded 1 in 80% yield. Solubilization,
fluorescence and photochemical probe studies demonstrated that 1 forms
inclusion complexes with a variety of aromatic compounds in polar
non-aqueous solutions.
合成了一种新型深腔
钙[8]烯,即对-[1-(
4-羟基苯基)-1-甲基乙基]
钙[8]烯 1,并研究了它与芳香族化合物的络合情况。
对[1-(4-
甲氧基苯基)-1-甲基乙基]
苯酚 2 与多
聚甲醛在不同条件下的反应只产生了对[1-(4-
甲氧基苯基)-1-甲基乙基]
钙[8]炔 3,而没有检测到相应的
钙[4]炔和
钙[6]炔。除去 3 的醚基中的甲基,可得到 1,收率为 80%。溶解、荧光和光
化学探针研究表明,1 能在极性非
水溶液中与多种芳香族化合物形成包合物。