Tetsuji Moriguchi^1*, Tatsuya Egami¹, Daisuke Yakeya¹, Venkataprasad Jalli¹, Kenji Yoza², Akihiko Tsuge¹

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¹ Department of Applied Chemistry, Faculty of Engineering, Kyushu Institute of Technology, Kitakyushu, Japan.
² Japan Bruker AXS K.K.3-9, Yokohama, Japan.
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Abstract: The title compound 4’,9’,4”,9”-tetra-tert-butyl-1’,6’,1”,6”-tetramethoxy-2,5-dithia[3.3] metabiphenylophane was synthesized as a calixarene like large-sized metacyclophane from the corresponding 3,3’-bis(chloromethyl)-5,5’-bis(1,1-dimethylethyl)-2,2’-dimethoxy-1,1’-biphenyl and 3,3’-bis (mercaptomethyl)-5,5’-bis(1,1-dimethylethyl)-2,2’-dimethoxy-1,1’-biphenyl via an intermolecular condensation reaction. The compound was characterized using 1H NMR spectroscopy and mass spectrometry. Its exact conformational structure was determined via single crystal X-ray diffraction analysis. The compound has quite strained 1,2-alternate like structure because of its two high dihedral angled and rigid biphenyl parts in the crystal. The crystal includes the two isomers as two different 1,2-alternate like conformers, and the ratio of the two isomers is 78:22.

Keywords: Crystal Structure, Metabiphenylcyclophane, 1, 2-Alternate Conformers

Cite this paper: Moriguchi, T. , Egami, T. , Yakeya, D. , Jalli, V. , Yoza, K. and Tsuge, A. (2016) Synthesis and Crystal Structure Determination of 4’,9’,4”,9”-Tetra-t-Butyl- 1’,6’,1”,6”-Tetramethoxy-2,5-Dithia[3.3] Metabiphenylophane. Crystal Structure Theory and Applications, 5, 56-62. doi: 10.4236/csta.2016.53005.

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