97076-00-1

Upstream product

• 1674-16-4 1,1,6,6-tetraphenyl-1,2,3,4,5-hexapentaene 
• 57690-94-5 1,1,6,6-Tetraphenyl-hexatetraen-(1,2,4,5) 
• 119-61-9 benzophenone 
• 464895-77-0 2,2-dimethyl-6,6-diphenyl-2-silahex-5-en-3-yne 
• 20583-04-4 1,1,6,6-tetraphenyl-2,4-hexadiyne-1,6-diol 
• 464895-67-8 1-phenylpent-1-en-3-ynyl)benzene 
• 96376-96-4 1,1,6,6-Tetraphenyl-hexatetraen-(1,2,3,5) 

Relevant academic research and scientific papers

Nickel-catalyzed dimerization of [5]cumulenes (Hexapentaenes)

Tetraaryl[5]cumulenes react with low-valent nickel complexes at the second double bond to produce novel [4]radialene derivatives that are head-to-head dimers of [5]cumulenes. The head-to-head dimers are also synthesized by a stepwise route. On the other hand, the nickel-catalyzed dimerization of [5]cumulenes with bulky substituents produces other types of extended [4]radialenes and [5]radialenones depending on the bulkiness of the terminal alkyl substituents. Thus, tetrakis-t-butyl[5]cumulene and 1,4-bis(2,2,6,6- tetramethylcyclohexylidene)[3]cumulene react at the central double bond to give the corresponding [4]radialene and [5]radialenone, whereas 1,4-bis(2,2,5,5- tetramethylcyclopentylidene)[3]cumulene and its benzo-annelated derivative react at the second double bond in a head-to-tail manner to afford the corresponding extended [4]radialenes. Tetrakis-t-butyl[5]radialenone was converted into [5]radialene by using a methylation-dehydration procedure. The extended [4]- and [5]radialenes and [5]radialenones have been fully characterized by spectroscopic analyses, X-ray crystallography, and/or independent chemical synthesis. The properties of these novel exocyclic π-electron systems have been investigated in detail. The aryl-substituted [4]radialenes exhibit facile bond rotation with low energy barriers. The [5]radialene and [5]radialenone form the corresponding cations easily by the addition of an acidic proton. The selectivity of the nickel-catalyzed dimerization of [5]cumulenes is discussed on the basis of theoretical calculations.

Increased activity of in situ catalysts for alkyne metathesis

(figure presented) Reaction of an enyne (1,1-diphenyl-pent-1-ene-3-yne) with a preheated mixture of Mo(CO)6/4-chlorophenol/3-hexyne at 130 °C furnished 1,1,6,6-tetraphenylhex-1,5-diene-3-yne in an 80% yield. If the starting material was heated

A New Preparative Method of Buta-1,3-diene and Hexa-1,5-dien-3-yne by Reduction of Butatriene and Hexapentaene, Respectively, with Zn-ZnCl2-H2O

The Zn-ZnCl2-H2O reagent was found to be effective for the reduction of aryl group substituted butatrienes and hexapentaenes to buta-1,3-dienes and hexa-1,5-dien-3-ynes, respectively.