- Reduction of hydrazines to amines with aqueous solution of titanium(iii) trichloride
-
N-N bond cleavage in hydrazines is widely used in the preparation of amines and thus occupies a significant place in organic synthesis. In this paper, we report a new method for the reductive cleavage of N-N bonds in hydrazines by commercially available and cheap aqueous titanium(iii) trichloride. The reaction proceeds smoothly under a broad pH range from acidic to neutral and basic conditions to afford amines in good yields. This method is compatible with substrates containing functionalities such as C-C double bonds, benzyl-nitrogen bonds, benzyloxy and acyl groups. The Royal Society of Chemistry 2011.
- Zhang, Yan,Tang, Qiang,Luo, Meiming
-
supporting information; experimental part
p. 4977 - 4982
(2011/08/05)
-
- Fast synthesis of hydrazine and Azo derivatives by oxidation of rare-earth-metal-nitrogen bonds
-
A novel N-N coupling reaction was developed through the oxidation of rare-earth-metal-nitrogen bonds produced by treatment of the easily available rare-earth-metal amides [(Me3Si)2N]3RE(μ-Cl) Li(THF)3 with aromatic primary or secondary amines. The reaction provides the symmetrical or unsymmetrical azo compounds and hydrazine derivatives in good to high yields within a very short time under mild conditions.
- Zhang, Lijun,Xia, Jing,Li, Qinghai,Li, Xihong,Wang, Shaowu
-
scheme or table
p. 375 - 378
(2011/03/21)
-
- Oxidation of Secondary Amines with NiSO4-K2S2O8
-
The catalytic system consisting of NiSO4 and K2S2O8 has been found to be effective for the oxidation of secondary amines to imines. 1,2,3,4-Tetrahydroisoquinoline was oxidized to 3,4-dihydroisoquinoline as the main product with a small amount of isoquinoline.N-Benzylaniline gave N-benzylideneaniline and a N-N coupling dimer.
- Yamazaki, Shigekazu
-
p. 823 - 826
(2007/10/02)
-
- Electrochemical Reductive Alkylation of Azomethines with 1-Bromadamantane and 9-Bromo-tetrahydro-exo-dicyclopentadiene
-
Electrochemically generated radical anions of Schiffbases 1a-11 react in DMF and in the presence of bridgeheadhalogenides as 1-bromoadamantane and 9-bromo-tetrahydro-exo-dicyclopentadiene to 1--adamantanes and the correspondent 9-tetrahydro-exo-dicyclopentadienes.In the course of SET-mechanism originating bridgehead radicals couple with the azomethine-radicalanions at the position of the highest unpaired electron density, which is predominantly the carbon of the C,N-double bond.Only in cases when this density at the N-atom is relatively high, or steric hindrance impedes C-alkylation, N-hydroalkylated products as N,N-disubstituted 1-aminoadamantanes and 9-amino-tetrahydro-exo-dicyclopentadienes are formed.Product distribution, cyclic-voltammetric results and quantumchemical data are discussed in terms of mechanism.
- Hess, U.,Lieberenz, C.,Feuerherd, B.
-
-
- SUBSTITUENT EFFECT ON TORSIONAL BARRIERS IN N,N'-DIBENZYLHYDRAZOBENZENES.
-
Substituted hydrazobenzenes were prepared and their barriers to rotation measured by DNMR spectroscopy and correlated with ?-substituent constants with a reaction constant ρ300=-1.09.
- Kost, Daniel,Roth, Zeev
-
p. 4619 - 4622
(2007/10/02)
-