82222-37-5Relevant academic research and scientific papers
The prototropic tautomerism and substituent effect through strong electron-withdrawing group in (E)-5-(diethylamino)-2-(3-nitrophenylimino)methyl] phenol
Albayrak, ?i?dem,Ka?ta?, Gokhan,Odaba?o?lu, Mustafa,Frank, Rene
, p. 205 - 213 (2013)
The prototropic tautomerism in o-Hydroxy Schiff bases results in two forms called phenol-imine and keto-amine. The preference of a particular form by the compound changes in the solid and solvent media. The choice can also be regulated by a substituent with a different electron-donating or withdrawing group. In the present study, the above-mentioned factors are considered in the investigation of (E)-5- (diethylamino)-2-[(3-nitrophenylimino)methyl]phenol compound (an o-Hydroxy Schiff basis) by experimental (XRD, FT-IR and UV-vis) and computational (DFT and TD-DFT) methods. The results show that the title compound adopts only phenol-imine form in the solid and solvent media. This was attributed to the substituent effect through strong electron-withdrawing nitro group.
A Simple Route to N(2'-Hydroxy)-arylidene-nitroanilines-Versatile Synthones for Coumarines
Czerney, P.,Hartmann, H.
, p. 21 - 28 (2007/10/02)
In a three-component reaction with ortho formic esters and nitroaniline activated phenols are easily transferred to N(2'-hydroxy)-arylidene-nitroanilines.The reaction is commonly applicable and gives the N(2'-hydroxy-4'-N,N-dialkylamino)-benzylidene-nitroanilines 10 in good yields also with the air-unstable m-N,N-dialkylaminophenols 8.The prepared 2-hydroxy-azomethines are convertable into boroncomplexes 14 and coumarine derivatives 17, respectively.
