1209009-05-1

Upstream product

• 13603-85-5 (3-phenylprop-2-yne-1-sulfonyl)benzene 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 1430234-95-9 1-(4-iodophenyl)-5-phenylpenta-1,4-diyn-3-one 
• 766-99-4 1-ethynyl-4-iodobenzene 
• 536-74-3 phenylacetylene 
• 2579-22-8 Phenylpropargyl aldehyde 
• 100726-99-6 1-iodo-4-((phenylsulfonyl)methyl)benzene 

Downstream Products

• 1209008-83-2 C₃₆H₂₃N 
• 1013637-03-0 1-methoxy-4-((4-(phenylbuta-1,3-diyn-1-yl)phenyl)ethynyl)benzene 

Relevant academic research and scientific papers

Synthetic method of asymmetric 1,4-diarylbutadiyne compounds

The invention discloses a synthetic method of asymmetric 1,4-diarylbutadiyne compounds. A double elimination method is employed in the method; with [alpha]-methylenesulfone and alkynyl aldehyde as raw materials, a series of asymmetric 1,4-diarylbutadiyne compounds are synthesized. The synthetic method is free of heavy metals and is green and environment-friendly. Compared with cross-coupling raw material synthesis with metal acetylides and halogenated terminal alkyne, the method is simple; and compared with a homocoupling reaction of terminal alkyne, the method can be used for synthesizing asymmetric conjugate diyne.

Visible-light-activated copper(i) catalyzed oxidative Csp-Csp cross-coupling reaction: Efficient synthesis of unsymmetrical conjugated diynes without ligands and base

A novel visible-light-promoted copper-catalysed process for the Csp-Csp cross-coupling reaction of terminal alkynes at room temperature is described. The current photochemical method is simple, highly functional group compatible, and more viable towards the construction of bio-active 1,3-unsymmetrical conjugated diynes without the need of bases/ligands, additives and expensive palladium/gold catalysts.

Rh(I)-catalyzed decarbonylation of diynones via C-C activation: Orthogonal synthesis of conjugated diynes

Utilization of C-C bond activation as a unique mode of reactivity for constructing C-C bonds provides new strategies for preparing important organic molecules. Development of a Rh(I)-catalyzed C-C activation of diynones to synthesize symmetrical and unsymmetrical conjugated diynes through decarbonylation is reported. This C-C cleavage strategy takes advantage of the innate reactivity of conjugated ynones without relying on any ring strain or auxiliary directing group. This alkynation method also has orthogonal properties compared to typical cross-coupling reactions.

Synthesis and spectroscopic study of diphenylamino-substituted phenylene-(poly)ethynylenes: remarkable effect of acetylenic conjugation modes

A series of diphenylamino-substituted phenylene-(poly)ethynylenes were successfully synthesized by a combination of Sonogashira coupling and double elimination protocol of β-substituted sulfones. When UV-light was irradiated, the amino-substituted phenylene-(poly)ethynylene emitted strong luminescence. The emission underwent a large bathochromic shift in polar solvent because of stabilization of their charge-separated excited states. Analyses of fluorescence life times of aminoacetylenes revealed that radiationless process was suppressed in the polar solvent CH2Cl2, resulting in high quantum yields.