701915-34-6

Upstream product

• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 992-04-1 hexaphenylbenzene 
• 98-88-4 benzoyl chloride 
• 536-74-3 phenylacetylene 
• 57542-59-3 phenyl(4-(2-phenylethynyl)phenyl)methanone 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 

Relevant academic research and scientific papers

Hopping of a single hole in hexakis-[4-(1,1,2-triphenyl-ethenyl)phenyl] benzene cation radical through the hexaphenylbenzene propeller

Matrix presented. A versatile synthesis of a dendritic structure (5) is described in which six tetraphenylethylene moieties are connected to a central benzene ring in such a way that one of the phenyl rings of each tetraphenylethylene is also part of the

Acylation of Hexaphenylbenzene for the Synthesis of [5]Cumulenes

The Friedel-Crafts acylation of hexaphenylbenzene is reported, and the reaction favorably provides the monoacylated products 1 a and 1 b. The resulting ketones 1 a and 1 b are used as precursors for the formation of [5]cumulenes, including 6 b in which the sterically demanding HPB moiety affords a diethynyl[5]cumulene that features significant stability (persistence) versus the analog 6 c which lacks the HPB endgroups. The unsymmetrical substitution pattern of the two most soluble derivatives 6 b and 6 c, allows for estimation of rotational barriers for diethynyl[5]cumulenes via VT NMR studies of cis-trans isomerization. For both molecules, the barrier to rotation is ca. 15 kcal mol?1, which is attenuated in comparison to other [5]cumulenes due to the presence of the ethynyl endgroups.