113568-35-7

Upstream product

• 5658-91-3 1,1,2,4-tetrachloro-1-buten-3-yne 
• 82505-76-8 (3,4,4-Trichloro-N-methyl-N-phenyl-3-buten-1-inyl)amin 
• 80487-52-1 4-(Buta-1,3-diinyl)morpholin 

Downstream Products

• 113568-38-0 1-<8-(Methylphenylamino)-1,3,5,7-octaterainyl>cyclohexanol 
• 113568-37-9 N-Methyl-N-<8-(methyldiphenylsilyl)-1,3,5,7-octatetrainyl>anilin 
• 113568-40-4 N-Methyl-N-(8-morpholino-1,3,5,7-octaterainyl)anilin 

Relevant academic research and scientific papers

Synthesis of 'Push-Pull'-Oligoacetylenes

'Push-pull' triacetylenes 11a, b, c as well as 'push-pull' tetraacetylene 13b have been prepared by reaction of the corresponding trichloroene(oligoinyl)amines 9 and 10 with 2 mol-equiv. of BuLi followed by acylation.The sequences (Schemes 3 and 4) are very simple and straightforward, they could in principle be applied to the synthesis of 'push-pull' pentaacetylenes 15 and hexaacetylenes 17 (Scheme 5).Main limitations are the moderate yields as well as the low thermal stability of push-pull oligoacetylenes.

Polyynes, 8. - Synthesis of Amino and Bisamino Derivatives of Octatetrayne

The (7,8,8-trichloro-7-octene-1,3,5-triynyl)amines 4a, b, formed by the reaction of the corresponding lithium 4-aminobutadiynides 3 with perchlorobutenyne 1, are dechlorinated by butyllithium to give the lithium 8-aminooctatetraynides 5a, b.The latter react with chloromethyldiphenylsilane or with cyclohexanone to give the silylated and hydroxyalkylated compounds 6a, b and 7b, respectively.The unsymmetrically substituted octatetraynediamines 9a, b are obtained by treatment of the lithium compounds 5 with cyanogen bromide and by treatment of the formed bromoacetylenes 8 with piperidine or morpholine.