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.^[1]

Chemical structure of triptycene, the simplest iptycene

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

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.