99069-17-7Relevant academic research and scientific papers
Electrochemical Nitration with Nitrite
Blum, Stephan P.,Nickel, Christean,Sch?ffer, Lukas,Karakaya, Tarik,Waldvogel, Siegfried R.
, p. 4936 - 4940 (2021/10/25)
Aromatic nitration has tremendous importance in organic chemistry as nitroaromatic compounds serve as versatile building blocks. This study represents the electrochemical aromatic nitration with NBu4NO2, which serves a dual role as supporting electrolyte and as a safe, readily available, and easy-to-handle nitro source. Stoichiometric amounts of 1,1,1-3,3,3-hexafluoroisopropan-2-ol (HFIP) in MeCN significantly increase the yield by solvent control. The reaction mechanism is based on electrochemical oxidation of nitrite to NO2, which initiates the nitration reaction in a divided electrolysis cell with inexpensive graphite electrodes. Overall, the reaction is demonstrated for 20 examples with yields of up to 88 %. Scalability is demonstrated by a 13-fold scale-up.
Benzocrown Derivatives as Ionophores for Alkali Cations, II. - Synthesis and Comparison of Urethane-, Ether-, and Ester-Linked Bis-Crown Compounds and Several "Crown-Ring Free" Analogues
Toeke, Laszlo,Bitter, Istvan,Agai, Bela,Hell, Zoltan,Lindner, Ernoe,et al.
, p. 549 - 554 (2007/10/02)
Nitro derivatives of bis-crown ethers with urethane (2), ether (10), and ester (9, 16) linkage not being able to form hydrogen bridges were synthesized, and their K(1+) selectivities were determined.A remarkable effect of the NO2 group on the selectivity was observed when a NO2***NH hydrogen bond could be formed while the others showed only slight improvement in general electroanalytical parameters.Several analogues without the crown ether ring (25, 26) were also prepared, but these compounds lost their alkaline ionophore properties.
