145297-41-2

Upstream product

• 18685-03-5 (E)-1-(4-chlorobut-3-en-1-ynyl)benzene 
• 17733-79-8 (E)-5-phenyl-penta-2-ene-4-yne-1-ol 
• 30625-91-3 (E)-5-phenylpent-2-en-4-ynal 
• 198693-62-8 tert-Butyl-dimethyl-((E)-5-phenyl-pent-2-en-4-ynyloxy)-silane 
• 145297-40-1 E-1-phenyl-6-trimethylsilylhexa-1,5-diyn-3-ene 

Downstream Products

• 145297-38-7 E,E-1,10-diphenyldeca-1,5,9-triyn-3,7-diene 
• 145297-39-8 E,E,E-1,14-diphenyltetradeca-1,5,9,13-tetrayn-3,7,11-triene 

Relevant academic research and scientific papers

A direct route to conjugated enediynes from dipropargylic sulfones by a modified one-flask Ramberg-Baecklund reaction

The reaction of dipropargylic sulfones with dibromodifluoromethane in the presence of alumina-supported KOH in dichloromethane solution results in facile rearrangement affording the corresponding conjugated linear and cyclic enediynes in good yields. This result shows that the direct transformation of a- and a′-hydrogen bearing sulfones assembles enediyne units without resorting to the prior preparation of the a-halo sulfone precursors in a separate step.

Synthesis of polyphenylene derivatives by thermolysis of enediynes and dialkynylaromatic monomers

Described are the syntheses of substituted enediynes and dialkynylaromatics using Pd- or Pd/Cu-catalyzed cross coupling procedures. The products were then thermalized to afford the corresponding poly(p- phenylene)s, poly(1,4-naphthalene)s, poly(benzo[c]thiophene)s, and poly(dibenzothiophene)s. Fifteen examples are provided that show the scope of the polymerization process based upon substituent patterns and cyclization moieties. The superb thermal resiliency of the newly derived polymers is demonstrated using thermogravimetric analysis. The polymer structure was generally confirmed using IR data correlations to small molecules that resembled the polymers' repeat unit structure. Radical trapping of dimeric intermediates, that were analyzed by GCMS, further substantiated the proposed mechanistic route. The step-growth polymerization pattern was determined by monitoring the degree of monomer consumption versus the polymer molecular weight.

Direct conversion of dipropargylic sulfones into (E)- and (Z)-Hex-3-ene-1,5-diynes by a modified one-flask Ramberg-Backlund reaction

(E)- and (Z)-enediynes 7 are readily synthesized in good yields from a one-pot modified Ramberg-Backlund reaction from dipropargylic sulfones 5.

Synthesis and characterization of cobalt and molybdenum complexes derived from linear conjugated diynenes, triynedienes and tetraynetrienes

Z-1,6-Bis(trimethylsilyl)hexa-1,5-diyn-3-ene (2a), E-hexa-1,5-diyn-3-ene (3b) and related compounds (3a, c and d) were synthesized by standard methods.The Grignard reagent (3e) derived from 1-phenylhexa-1,5-diyn-3-ene (3d) was coupled with E-1-chloro-4-ph