1229035-53-3

Upstream product

• 107-19-7 propargyl alcohol 
• 1229035-55-5 4-[6-(trimethylsilyl)hexa-1,3,5-triyn-1-yl]-N,N-dihexylaniline 
• 56053-89-5 5-trimethylsilanyl-penta-2,4-diyn-1-ol 

Downstream Products

• 1229035-61-3 2-[4-(dihexylamino)phenyl]-3-{10-[4-(dihexylamino)phenyl]-1,3,5,7,9-decapentayn-1-yl}-1,3-butadiene-1,1,4,4-tetracarbonitrile 
• 1229035-62-4 3,12-bis(dicyanomethylene)-2,13-bis[4-(dihexylamino)phenyl]-1,13-tetradecadiene-4,6,8,10-tetrayne-1,1,14,14-tetracarbonitrile 

Relevant academic research and scientific papers

Comparison of CC triple and double bonds as spacers in push-pull chromophores

We report the synthesis and properties of two series of homologous donor-acceptor (D-A) chromophores in which N,N-dimethylanilino (DMA) or N,N-dihexylanilino (DHA) donors and dicyanovinyl acceptors are separated by up to four C≡C triple-bond spacers or up

Chiral and achiral charge-transfer chromophores with a dendralene-type backbone by electronically controlled Cycloaddition/Cycloreversion Cascades

Chiral and achiral push-pull chromophores have been prepared by cascades of sequential [2+2] cycloadditions of tetracyanoethene (TCNE) and tetrathiafulvalene (TTF) to different oligoynes. Thermal [2+2] cycloaddition of TCNE to donor-substituted alkynes, followed by electrocyclic ring-opening of the initially formed cyclobutenes, affords donor-substituted 1,1,4,4- tetracyanobuta-1,3-dienes (TCBDs). Similarly, TTF reacts with electron-deficient C=C bonds to give the corresponding buta-1,3-diene derivatives, 1,2-bis(1,3-dithiol2-ylidene)ethanes. Thus, achiral [AB]-type oligomers were synthesized from N,N-dialkylanilino (DAA)-substituted tetraynes and hexaynes and chiral [AB]-type oligomers from alkyne-substituted 1,1'-binaphthalenes. The [AB]-type oligomers exhibit complex conformational equilibria in solution, as revealed by 1H and 13C NMR spectroscopy. Therefore, the circular dichroism (CD) spectra of the chiral [AB]-type oligomers were measured to investigate whether a preferred conformation of the dendralene-type backbone is induced by the optically active 1,1'-binaphthalene moiety. Electrochemical studies by cyclic voltammetry (CV) and rotating-disk voltammetry (RDV) showed large cathodic shifts of the first oxidation potentials for some of the chiral and achiral [AB]-type oligomers due to sterically enforced rc-deconjugation of the acceptor and donor moieties. The new multivalent systems feature intense, bathochromicaliy shifted intramolecular charge-transfer (CT) bands in the UV/Vis spectra. Extended, donor-substituted TCBDs, which are obtained by mono-addition of TCNE to the hexaynes, exhibit low optical and electrochemical HOMO-LUMO gaps. In addition, a large thirdorder optical nonlinearity was measured for one of these TCBDs by degenerate four-wave mixing (DFWM).