145143-14-2

Upstream product

• 68452-41-5 N,N-dibenzylpropargylamine 
• 821-10-3 1,4-Dichloro-2-butyne 
• 103-49-1 dibenzylamine 
• 50-00-0 formaldehyd 
• 1066-54-2 trimethylsilylacetylene 

Relevant academic research and scientific papers

Preparation of Tremorine and Gemini Surfactant Precursors with Cationic Ethynyl-Bridged Digold Catalysts

Tremorine and precursors of gemini surfactants were synthesised in a one-pot, three-step, double-catalytic A3coupling reaction and characterised by structural and spectroscopic methods. The cationic [AuI(L1)]SbF6complex is a more active catalyst compared to neutral L2– and L3–AuIbis(trifluoromethanesulfonyl)imidate complexes (L1, L2=Buchwald-type biaryl phosphane; L3=triphenylphosphine) in promoting the double A3coupling of ethynyltrimethylsilane, secondary amines (cyclic, aliphatic, or aromatic) and formaldehyde. The solvent influences the catalytic performance by desilylation of silyl acetylene or deactivation of the catalyst by a halide anion. Acetylide-bridged cationic digold(I) L1 and L2 complexes were isolated and characterised by means of single-crystal X-ray structure analysis and their spectroscopic properties. Iodine in the acetylene reagent deactivates the AuIcatalyst by formation of the less active iodido-bridged cationic digold(I) L1 complex, which was fully characterised by single-crystal X-ray crystal structure analysis and spectroscopy. The nature of the phosphine ligand of the gold complexes used as catalyst affects the stability and activity of the formed cationic ethynyl-bridged AuI2–L intermediates, isolation of which lends support to the proposed double A3coupling mechanism.

Halogen anion-directed helical host chain and the effect of halogen anions on the inclusion property

In this paper, a series of halogen anion-directed complexes 0.5[CH 3OH] · 0.5[H2O] ? [L1H2] 2+ · 2[Cl-] (crystal 1), 0.5[H2O], {[L1H2]2+}0.5 · [Br-] (crystal 2), [L2H2]2+ · 2[Br]- (crystal 3), [L1H2]2+ · 2[] (crystal 4) and 2[L2H 2]2+ · 2[I-3] (crystal 5) were synthesised (L1 = diamine N,N,N′,N′-tetrabenzyl-2-butylyne-1,4- diamine, L2 = N,N,N′,N′-tetra-(p-tertbutylbenzyl)-ethyl-enediamine), in which the halogen anions act as templates, via N-H.X (halogen) interactions, generating the helical structures. The choice of anion in this process was shown to be crucial for the successful assembly of the host chains and as well the inclusion property, meanwhile, the conformation of L1 and L2 may also exert an important influence on the formation of helical structures. X-ray structure studies have shown that the ability of the halides to template the formation of the helical host chains follows the order Cl- > Br- > I-.

Copper(I)-catalyzed deacetylenative coupling of propargylic amines: An efficient synthesis of symmetric 1,4-diamino-2-butynes

Deacetylenative coupling: Propargylic amines undergo copper-catalyzed deacetylenative coupling to give the symmetric 1,4-diamino-2-butynes. In the presence of a base, the Glaser-type homocoupling takes place, whereas in the absence of a base the deacetylenative coupling takes place (see scheme).