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Synfacts 2011(6): 0613-0613  
DOI: 10.1055/s-0030-1260412
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

A Concise Route to Functionalized Truxenes

Contributor(s): Timothy M. Swager, Jason R. Cox
M.-T. Kao, J.-H. Chen, Y.-Y. Chu, K.-P. Tseng, C.-H. Hsu, K.-T. Wong*, C.-W. Chang, C.-P. Hsu*, Y.-H. Liu
National Taiwan University, Taipei and Academia Sinica, Taipei, Taiwan
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Publication History

Publication Date:
19 May 2011 (online)

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Significance

The authors describe an efficient approach to C 3-symmetric 5,10,15-hexaaryltruxene derivatives. The synthesis begins with a three-fold Suzuki-Miyaura cross-coupling followed by oxidation and esterification to furnish an aryl triester. The truxene core was established via acid-catalyzed intramolecular Friedel-Crafts cyclizations. The resulting compounds possessed the requisite symmetry to be further converted into cage-type compounds through ether linkages.