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Regioselective Synthesis of Methylene-Bridged Naphthalene Oligomers and Their Host–Guest Chemistry
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2017-09-07 00:00:00 , DOI: 10.1021/acs.joc.7b01579
San-Jiang Pan 1, 2 , Gang Ye 2 , Fei Jia 2 , Zhenfeng He 3 , Hua Ke 2 , Huan Yao 2 , Zhi Fan 1 , Wei Jiang 2
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In this research, we report the regioselective synthesis of methylene-bridged naphthalene oligomers from 2,6-dialkoxyl naphthanene and paraformaldehyde by using p-TsOH as the catalyst and CH2Cl2 as the solvent. The structures were characterized by NMR spectroscopy and X-ray crystallography. Their host–guest chemistry with organic cations was studied, and optimal naphthalene numbers in the oligomers were revealed for different guests. In addition, the reason for the unsuccessful synthesis of methylene-bridged naphthalene macrocycles was discussed.

中文翻译:

亚甲基桥连萘低聚物的区域选择性合成及其主客体化学

在这项研究中,我们报道了使用p -TsOH作为催化剂,CH 2 Cl 2作为溶剂,由2,6-二烷氧基萘和低聚甲醛区域选择性合成亚甲基桥接的萘低聚物。通过NMR光谱和X射线晶体学对结构进行表征。研究了他们与有机阳离子的客体-客体化学,并揭示了不同客体的低聚物中最佳萘数量。此外,讨论了亚甲基桥萘大环合成失败的原因。
更新日期:2017-09-07
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