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Published on: February 19, 2016
Dodecaphenyltetracene
Yonglong Xiao1, Joel T Mague1, Russell H Schmehl1
1Department of Chemistry, Tulane University, New Orleans, LA, 70118, USA.
Abstract:
Dodecaphenyltetracene (4), the largest perphenylacene yet prepared, was synthesized from known tetraphenylfuran, hexaphenylisobenzofuran, and 1,2,4,5-tetrabromo-3,6-diphenylbenzene in three steps. The X-ray structure of the deep red, highly luminescent 4 shows it to be a D2 -symmetric molecule with an end-to-end twist of 97°. The central acene is encapsulated by the peripheral phenyl substituents, and as a result, the molecule is relatively unreactive and even displays reversible electrochemical oxidation and reduction.
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