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Synlett 2000; 2000(9): 1211-1227
DOI: 10.1055/s-2000-7121
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Layered [3.3]Orthocyclophanes - Interesting Study Objects in π-π Interaction

Shuntaro Mataka* , Thies Thiemann, Masahiko Taniguchi, Tsuyoshi Sawada
  • *Institute of Advanced Material Study and Graduate School of Engineering Sciences, Kyushu University, 6-1, Kasuga-koh-en, Kasuga-shi, Fukuoka 816-8580, Japan; Fax +81-92-5 83-78 11; E-mail: mataka@cm.kyushu-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Small size meta- and paracyclophanes have been used in the study of π-π interactions in facing, closely layered π-systems. A complication in these studies stems from the fact that the π-systems in those structures are distorted. Access to closely layered non-distorted aromatic systems surprisingly comes from the area of the orthocyclophanes, molecules, which for the most part are known to be flexible and topologically uninteresting compounds. That specifically designed bridges can lead to rigid, layered orthocyclophanes will be described in this overview along with their physical properties.

π-π interaction - CH-π interaction - orthocyclophanes - layered π-systems - π-stacking