A convenient N-arylation route for electron-deficient pyridines: The case of π-extended electrochromic phosphaviologens was written by Reus, Christian;Stolar, Monika;Vanderkley, Jeffrey;Nebauer, Johannes;Baumgartner, Thomas. And the article was included in Journal of the American Chemical Society in 2015.Product Details of 139139-80-3 The following contents are mentioned in the article:
A simple and representative procedure for the synthesis of N,N’-diarylated phosphaviologens directly from both electron-rich and electron-poor diaryliodonium salts and 2,7-diazadibenzophosphole oxide is reported. The latter are electron-deficient congeners of the widely utilized N,N’-disubstituted 4,4′-bipyridinium cations, also known as viologens, that proved to be inaccessible by the classical two-step route. The single-step preparation method for phosphaviologens described herein could be extended to genuine viologens but reached its limit when sterically demanding diaryliodonium salts were used. The studied phosphaviologens feature a significantly lowered reduction threshold as compared to all other (phospha)viologens known to date due to the combination of an extended π-system with an electron deficient phosphole core. In addition, a considerably smaller HOMO-LUMO gap was observed due to efficient π-delocalization across the phosphaviologen core, as well as the N-aryl substituents, which was corroborated by quantum chem. calculations Detailed characterizations of the singly reduced radical species by EPR spectroscopy and DFT calculations verified delocalization of the radical over the extended π-system. Finally, to gain deeper insight into the suitability of the new compounds as electroactive and electrochromic materials, multicolored proof-of-concept electrochromic devices were manufactured This study involved multiple reactions and reactants, such as Bis(2,4,6-trimethylphenyl)iodonium triflate (cas: 139139-80-3Product Details of 139139-80-3).
Bis(2,4,6-trimethylphenyl)iodonium triflate (cas: 139139-80-3) belongs to iodide derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Product Details of 139139-80-3
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com