Iptycene

File:Triptycene.svg, the simplest 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.{{cite book|title=Iptycenes Chemistry: From Synthesis to Applications |last1=Chen|first1=Chuan-Feng|last2=Ma|first2=Ying-Xian|publisher=Springer Science & Business Media|date=Dec 2, 2012|isbn=9783642328886}}

The first iptycene was reported in 1931 by Erich Clar.{{cite journal |first= E. |last= Clar |title= Über die Konstitution des Anthracens (Zur Kenntnis mehrkerniger aromatischer Kohlenwasserstoffe und ihrer Abkömmlinge, IX. Mitteil.) |journal= Berichte der Deutschen Chemischen Gesellschaft |year= 1931 |volume= 64 |issue= 7 |pages= 1676–1688 |doi= 10.1002/cber.19310640722}} Paul Bartlett's research group developed Clar's method and made the first triptycene.{{cite journal |first1= Paul D. |last1= Bartlett |author1-link= Paul Doughty Bartlett |first2= M. Josephine |last2= Ryan |first3= Saul G. |last3= Cohen |title= Triptycene (9,10-o-benzenoanthracene) |journal= J. Am. Chem. Soc. |year= 1942 |volume= 64 |issue= 11 |pages= 2649–2653 |doi= 10.1021/ja01263a035 }} 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.{{Cite journal|last1=Hart|first1=Harold|last2=Shamouilian|first2=Shamouil|last3=Takehira|first3=Yoshikazu|year=1981|title=Generalization of the triptycene concept. Use of diaryne equivalents in the synthesis of iptycenes|journal=The Journal of Organic Chemistry|language=en|volume=46|issue=22|pages=4427–4432|doi=10.1021/jo00335a021|issn=0022-3263}}