47459-89-2Relevant academic research and scientific papers
Mechanistic insights into N - N bond cleavage in catalytic guanylation reactions between 1,2-diarylhydrazines and carbodiimides
Xu, Ling,Wang, Yu-Chen,Ma, Wangyang,Zhang, Wen-Xiong,Xi, Zhenfeng
, p. 12004 - 12009 (2015/02/19)
Cleavage of the N - N bond in 1,2-diarylhydrazine was achieved through an alkyllithium-catalyzed guanylation reaction of 1,2-diarylhydrazine with carbodiimide, affording guanidine and azo compounds. This N - N bond cleavage via thermal rearrangement was d
Synthesis and conformational features of sym N,N′,N″- triarylguanidines
Gopi, Kanniyappan,Rathi, Brijesh,Thirupathi, Natesan
experimental part, p. 157 - 167 (2010/11/17)
A one pot reaction involving sym N,N′-diarylthiourea and the respective arylamine in the presence of aq. KOH in nitrobenzene at ≥105°C afforded sym N,N′,N″-triarylguanidine in fair to good yield and the products have been characterized. Sym N,N′,N″-tri(4-tolyl)guanidine possesses (7) anti-anti conformation, sym N,N′,N″-tri(2-tolyl) guanidine (8) and sym N,N′,N″-tris(2,4-xylyl)guanidine (11) each possess anti-anti αβα conformation whereas sym N,N′,N″-tris(2-anisyl)guanidine possesses (9) syn-anti αββ conformation as determined by single crystal X-ray diffraction data. The observed conformations appear to result from a subtle balance between steric factor associated with the aryl substituent and multiple electronic factors namely n-π conjugation/negative hyperconjugation and non-covalent interactions in the crystal lattice. Indian Academy of Sciences.
Highly atom efficient guanylation of both aromatic and secondary amines catalyzed by simple lanthanide amides
Li, Qinghai,Wang, Shaowu,Zhou, Shuangliu,Yang, Gaosheng,Zhu, Xiancui,Liu, Yuyu
, p. 6763 - 6767 (2008/02/11)
(Chemical Equation Presented) It is demonstrated that the cyclopentadienyl-free simple lanthanide amides [(Me3Si) 2N]3Ln(μ-Cl)Li(THF)3 (Ln = La, Sm, Eu, Y, Yb) and Ln[N(SiMe3)2]3 (Ln = Y, Yb) are highly efficient catalysts for the guanylation of both aromatic and secondary amines with a high activity under mild conditions. It is found that these catalysts are compatible with a wide range of solvents and substrates.
THERMAL REACTIONS OF 1-ARYL-5-METHYLTETRAZOLES
Shurukhin, Yu. V.,Klyuev, N. A.,Grandberg, I. I.,Konchits, V. A.
, p. 1177 - 1182 (2007/10/02)
The mechanism of the thermal reactions of 1-aryl-5-methyltetrazoles, which involve isomerization to the azide, elimination of a nitrogen molecule, and formation of singlet nitrenes followed by isomerization to benzimidazoles and carbodiimides, has been studied by combinig the methods of derivatography and the current arsenal of mass-spectrometric techniques.The influence of the electronic properties of the substituent (in the para position of the benzene ring) on the course of the thermolysis has been established.
