40252-74-2Relevant articles and documents
Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex: Effect of hydrogen bonding
Bauer, Jonathan O.,Leitus, Gregory,Ben-David, Yehoshoa,Milstein, David
, p. 8415 - 8419 (2018/05/23)
Azines (2,3-diazabuta-1,3-dienes) are a widely used class of compounds with conjugated CN double bonds. Herein, we present a direct synthesis of azines from alcohols and hydrazine hydrate. The reaction, catalyzed by a ruthenium pincer complex, evolves dihydrogen and can be run in a base-free version The deh dro enative cou lin of benz lic and aliphatic alcohols led to good conversions and yields. Spectroscopic evidence for a hydrazine-coordinated dearomatized ruthenium pincer complex was obtained. Isolation of a supramolecular crystalline compound provided evidence for the important role of hydrogen bonding networks under the reaction conditions.
THE EFFECT OF ARYL SUBSTITUENTS ON ARYLCARBENE REACTIVITY
Tomioka, Hideo,Tabayashi, Kazuo,Ozaki, Yasuji,Izawa, Yasuji
, p. 1435 - 1440 (2007/10/02)
Substituted (p-MeO, p-Me, H, p-Cl, p-Br, m-Br, m-MeO, 3,4-Cl2, p-CO2Me, m-CN and p-CN) monophenylcarbenes are generated in a binary mixture of substrates (methanol, cis-4-methyl-2-pentene and cyclohexane) and the relative rate of O - H insertion into methanol to stereospecific cyclopropanation of the olefin to C - H insertion into cyclohexane are calculated from the ratios of products and substrates.It is found (i) that the reactivities of the substrates decrease in the order of methanol, olefin and cyclohexane and (ii) that electron-donating substituents generally lead to reaction with the more reactive substrates while the reaction with the less reactive substrates is favoured in the case of electron-withdrawing substituents.These results are interpreted in terms of the change in the electrophilicity of the singlet arylcarbene by the substituents rather than the change in the singlet-triplet equilibrium.
Charge-tansfer complexes of substituted aromatic azines and ?-acceptors
Mourad, Aboul-Fetouh E.
, p. 933 - 938 (2007/10/02)
Charge-transfer complexes of symmetrically substituted aromatic azines with tetracyanoethylene (TCNE) and 1,4-benzoquinones in methylene chloride have been investigated spectrophotometrically.The spectral data, molar extinction coefficients and transition energies of the complexes formed as well as the ionization potentials of the electron donors are reported.Both BENSI-HILDEBRAND and JOB methods have been applied in determination of association and apparent formation constants respectively.Substituent effect on charge-transfer equilibria of the substituted azines has been discussed.
