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Iptycene

An iptycene is an aromatic compound composed of varying number of arene subunits bound to a bridged bicyclo-octatriene core structure. They are formally derivatives of barrelene. The first and simplest iptycene molecule is triptycene.

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Chemical structure of triptycene, the simplest iptycene source ↗

An iptycene is an aromatic compound composed of varying number of arene subunits bound to a bridged bicyclo-octatriene core structure. They are formally derivatives of barrelene. The first and simplest iptycene molecule is triptycene.1

The first iptycene was reported in 1931 by Erich Clar.2 Paul Bartlett's research group developed Clar's method and made the first triptycene.3 Following Bertlett's work on triptycene, Hart et al., with acknowledgement to Professor Joel F. Liebman, proposed the trivial name iptycene for this class of molecules.4

References

References

  1. Chen, Chuan-Feng; Ma, Ying-Xian (Dec 2, 2012). Iptycenes Chemistry: From Synthesis to Applications. Springer Science & Business Media. ISBN 9783642328886.
  2. Clar, E. (1931). "Über die Konstitution des Anthracens (Zur Kenntnis mehrkerniger aromatischer Kohlenwasserstoffe und ihrer Abkömmlinge, IX. Mitteil.)". Berichte der Deutschen Chemischen Gesellschaft. 64 (7): 1676–1688. doi:10.1002/cber.19310640722.
  3. Bartlett, Paul D.; Ryan, M. Josephine; Cohen, Saul G. (1942). "Triptycene (9,10-o-benzenoanthracene)". J. Am. Chem. Soc. 64 (11): 2649–2653. doi:10.1021/ja01263a035.
  4. Hart, Harold; Shamouilian, Shamouil; Takehira, Yoshikazu (1981). "Generalization of the triptycene concept. Use of diaryne equivalents in the synthesis of iptycenes". The Journal of Organic Chemistry. 46 (22): 4427–4432. doi:10.1021/jo00335a021. ISSN 0022-3263.