Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (6): 925-929.doi: 10.1007/s40242-015-5235-7

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Syntheses and Crystal Structures of Functionalized Tetramethyl Resorcinarenes

MU Huarong1, ZHOU Rui2, SUN Jing2, YAN Chaoguo2   

  1. 1. College of Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou 225127, P. R. China;
    2. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China
  • Received:2015-06-12 Revised:2015-07-21 Online:2015-11-01 Published:2015-09-08
  • Contact: MU Huarong, YAN Chaoguo E-mail:hxmuhr@126.com;cgyan@yzu.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.20972132, 21301119) and the Priority Academic Program Development of Jiangsu Higher Education Institutions, China.

Abstract:

Tetramethyl resorcinarene, which was obtained by acidic condensation of resorcinol with paraacetoaldehyde, was chemically modified to the functionalized O-acyl, O-tosyl and O-acetate derivatives by corresponding acylation, p-toluenesulfonylation and alkylation reactions. The single crystal structures of these functionalized resorcinarenes and the complex of tetramethyl resorcinarene with 2,2'-bipyridine were determined by X-ray diffraction method. All these resorcinarenes adopt the all-cis configuration with four methyl groups stretching to the down rim and form 1D or 2D structures through H-bonds.

Key words: Resorcinarene, Macrocycle, Chemical modification, Configuration, Crystal structure