37166-48-6

Upstream product

• 1066-54-2 trimethylsilylacetylene 
• 4526-07-2 1,4-bis(trimethylsilyl)-1,3-butadiyne 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1416355-58-2 C₂₄H₁₀Br₄ 
• 37176-82-2 1,10-Diphenyldeca-2,4,6,8-tetrain-1,10-dion 
• 256392-16-2 (6-phenyl-hexa-1,3,5-triynyl)-trimethyl-silane 
• 20264-58-8 1,12-bis(phenyl)-1,3,5,7,9,11-dodecahexayne 
• 17814-74-3 1-phenyl-1,3,5-hexatriyne 
• 890133-65-0 4-(2-methyl-5-phenyl-2H-pyrazol-3-yl)-but-3-yn-2-one 
• 890133-74-1 5-ethynyl-1-methyl-3-phenyl-1H-pyrazole 

Relevant academic research and scientific papers

The Impact of Crystal Packing and Aurophilic Interactions on the Luminescence Properties in Polymorphs and Solvate of Aroylacetylide–Gold(I) Complexes

The influence of the chemical substitution, crystal packing, and aurophilic interactions of the gold(I) acetylide complexes of the type (ArCOC≡C)nAuPEt3 (n=1,2) on their luminescent properties were examined. All described complexes undergo ligand scrambling in solution, which results in the formation of stable, easily isolated crystals that contain [ArCO(C≡C)n]2Au?(Et3P)2Au+ homoleptic species. In particular, we observed that the (benzoylacetylide)gold(I) complex yields three crystal forms with strikingly different luminescence properties. We monitored the conversion pathway for these forms: an orange luminescent form of homoleptic complex upon drying undergoes spontaneous transformation to bright green fluorescent form and finally to the weakly blue emissive one. In addition, we report a rare example of a helical arrangement of Au?Au?Au chains that are observed for the first time in acetylide gold(I) complexes in the case of heteroleptic (benzoylacetylide)gold(I) complex. This is a very rare case in which crystal structures and ensuing electronic properties of the heteroleptic and AuI complexes could be directly compared.

Synthesis, characterization, and solid-state polymerization of cross-conjugated octatetraynes

Two series of cross-conjugated 1,3,5,7-octatetraynes (1a-1l and 6a-6d) have been synthesized. UV-vis spectroscopic analysis shows that pendent groups connected to the cross-conjugated skeleton have little effect on the λmax energies, irrespective of whether the groups are electron withdrawing or donating. A number of the isolated products readily give crystals suitable for X-ray crystallography, and the solid-state structural properties of five derivatives (1k, 1l, 6a, 6c, and 6d) have been examined by X-ray crystallographic analysis. Parallel packing of the polyynes in the solid state indicates that four of the five samples are potentially suitable for topochemical polymerization, based on solid-state packing parameters θ, R, and d. Attempts to effect a solid-state reaction have been explored through UV-vis and γ-ray irradiation as well as thermal heating. The course of these reactions was monitored by differential scanning calorimetry (DSC) analysis, as well as UV-vis and solid-state 13C NMR spectroscopy (for 1d, 1j, 1k, and 6d), which offered evidence of polymer formation from these reactions. Structural determination of the product(s), however, remains elusive.

Synthesis of linked heterocycles via use of bis-acetylenic compounds

Linked bis-pyrazoles, a pyrazolyl-isoxazole, a pyrazolyl-pyrimidine and a pyrazolyl-triazole were synthesized starting with commercially available 1,4-bis(trimethylsilyl)-1,3-butadiyne 1 or readily available bis-acetylenic diketone 22. A stepwise approach

Synthesis, structure, and nonlinear optical properties of diarylpolyynes

(Chemical Equation Presented) A series of α,ω-diarylpolyynes has been synthesized. In addition to the synthesis of three hexaynes (3a-c), a notably improved synthesis of 1,16-diphenylhexadecaoctayne (5) is described. The third-order nonlinear optical char

Friedel-crafts reactions of bis(trimethylsilyl)polyynes with acyl chlorides; a useful route to terminal-alkynyl ketones

Bis(trimethylsilyl)acetylenes, Me3Si(CC)nSiMe3, react with acyl chloride-aluminium chloride complexes, XC6H4 COCl·AlCl3 in methylene chloride at 0-20° to form the corresponding ketones XC6H4CO(CC)nSiMe3 in excellent (n = 1) or moderate (n = 2, 4) yield. Treatment of the products with aqueous methanolic borax results in virtually quantitative liberation of the terminal alkynyl ketones XC6H4CO(CC)nH. The method provides the first practical route to the ketotetraynes (n = 4) and usefully supplements existing oxidative methods for keto-monoyne and -diyne synthesis. The oxalyl chloride-aluminium chloride complex reacts with Me3SiCCSiMe3 to give the novel silyl-substituted heterocycle (I): {A figure is presented}.