73123-52-1Relevant academic research and scientific papers
Synthesis of the silver(I) complex of CH2[CH(pz 4Et)2]2 containing the unprecedented [Ag(NO3)4]3- anion: A general method for the preparation of 4-(alkyl)pyrazoles
Reger, Daniel L.,Gardinier, James R.,Grattan, T. Christian,Smith, Monica R.,Smith, Mark D.
, p. 1670 - 1677 (2007/10/03)
A general two-step method for the syntheses of 4-(alkyl)pyrazoles has been developed. The first step involves the reaction between organyl diethylacetals and the Vilsmeier reagent to give a mixture of ethoxy-and dimethylamino- acroleins. This mixture reacts directly with hydrazine monohydrogenchloride to yield the desired (4-substituted)pyrazoles. The 4-(phenyl)pyrazole derivative exhibited a markedly lower solubility in common organic solvents. In the solid state structure the phenyl and pyrazolyl groups are nearly coplanar and extensive intermolecular CH-π interactions organize the molecules in two-dimensional sheets that are held in a three dimensional arrangement by NH...N hydrogen bonds. Tetrakis[(4-ethyl)pyrazolyl]propane, CH 2[CH(pz4Et)2]2, was prepared by a transamination reaction and reacts with Ag(NO3) to yield a compound with a 4:3 metal:ligand mole ratio that when crystallized by diffusion of Et2O into an acetone solution produced [Ag2{μ-CH 2[CH(pz4Et)2]2}2] 3[Ag(NO3)4]2 (1). This complex contains dimeric units in which two silver cations are sandwiched between two CH2[CH(pz4Et)]2 ligands and the counterion is the unprecedented tetra(nitrato)argentate anion. ESI mass spectral data support the existence of both the cationic dimeric units and the [Ag(NO 3)4]- anion in solution.
Syntheses with Aliphatic Dialdehydes, XXXVIII. - Synthesis and Properties of Cycloalkylmalonaldehydes
Reichardt, Christian,Ferwanah, Abdel-Rahman,Pressler, Wilfried,Yun, Kyeong-Yeol
, p. 649 - 679 (2007/10/02)
Vilsmeier formylation of cycloalkyl-substituted enol ethers (7,14a - c,23) yields the cycloalkylmalonaldehydes 1 - 5 for the first time.In solution 1 - 5 exist in the (E)-s-(E) enol form as vinylogous carboxylic acids.The reaction of 1 - 5 with suitable electrophiles and nucleophiles leads to cycloalkyl-substituted open-chain (29,30), carbocyclic (31) as well as heterocyclic compounds (32-40) with peculiar properties due to the presence of the lipophilic cycloalkyl group.
