110321-62-5Relevant academic research and scientific papers
THE SOLID STATE STRUCTURE OF 9,11,20,22-TETRAPHENYLTETRABENZOPENTACENE-10,21-DIONE: A LONGITUDINALLY TWISTED MOLECULAR RIBBON
Pascal, Robert A.,Engen, Donna Van
, p. 293 - 294 (1987)
An X-ray crystallographic analysis of the title compound (1) shows that this fused-ring polycyclic molecule is greatly distorted from planarity.The structure is centrosymmetric, and the mean plane of the center ring is twisted by approximately 48 deg rela
A Superior Synthesis of Longitudinally Twisted Acenes
Clevenger, Robert G.,Kumar, Bharat,Menuey, Elizabeth M.,Lee, Gene-Hsiang,Patterson, Dustin,Kilway, Kathleen V.
, p. 243 - 250 (2018/01/08)
Seven longitudinally twisted acenes (an anthracene, two tetracenes, three pentacenes, and a hexacene) have been synthesized by the addition of aryllithium reagents to the appropriate quinone precursors, followed by SnCl2-mediated reduction of their diol intermediates, and several of these acenes have been crystallographically characterized. The new syntheses of the three previously reported twisted acenes, decaphenylanthracene (1), 9,10,11,20,21,22-hexaphenyltetrabenzo[a,c,l,n]pentacene (2), and 9,10,11,12,13,14,15,16-octaphenyldibenzo[a,c]tetracene (14), resulted in a reduction of the number of synthetic steps. As a consequence their overall yields were increased by factors of 50-, 24-, and 66-fold, respectively. All of the twisted acene syntheses reported here are suitable for the synthesis of at least gram quantities of these remarkable hydrocarbon materials.
