55043-67-9

Upstream product

• 630-18-2 tert-butyl isocyanide 
• 594-19-4 tert.-butyl lithium 
• 100-47-0 benzonitrile 
• 83922-79-6 (1-diazo-2,2-dimethylpropyl)benzene 
• 938-16-9 2,2-dimethylpropiophenone 

Downstream Products

• 28130-57-6 Bis(1-chlor-2,2-dimethyl-1-phenylpropyl)diazen 
• 107655-46-9 meso-Bis(1-chlor-2,2-dimethyl-1-phenylpropyl)diazen 
• 55043-60-2 Bis(2,2-dimethyl-1-phenylpropyl)diazen 
• 107557-73-3 meso-Bis(2,2-dimethyl-1-phenylpropyl)diazen 

Relevant academic research and scientific papers

Azine synthesis via nitrogen-nitrogen bond formation

Imine anions, generated by reaction of nitriles with organometallic reagents, are dimerized to form symmetrical azines through the use of CuI and t-butyl peroxybenzoate.

Formation and Reactivity of ?-Radical Cation Intermediates in the C-C Coupling Reaction of Phenyldiazomethanes by One-Electron Oxidation

One-electron oxidation of phenyldiazomethanes afforded cis-stilbene predominantly.The reaction was independent of the oxidation methods, e.g., electrolysis, copper(II), triarylaminium salts, or photosensitized one-electron oxidtions.The C-C coupling reaction was retarded by introducing α-substituents on phenyldiazomethanes.The ESR spectra of diazoalkane radical cations could be obtained during the electrolysis at low temperature and the resulting spectra revealed their unique electronic structure as ?-radicals for most cases.When a bulky tert-butyl group was substituted, the corresponding ?-radical cation was observed, but the C-C coupling reaction did not occur.The novel HOMO-LUMO switching by one-electron removal from the HOMO ?-orbital of diazomethane is explained by the interaction of phenyl group with the C-N-N ?-radical moiety.The C-C coupling reaction proceeds via facile cycloaddition between the diazomethane and ?-radical cation, and the preferential formation of cis-olefins is based on the secondary orbital interaction between the two phenyl groups.The structure and the stability of radical cation intermediates are rationalized on the basis of ab initio calculations.

Thermolabile Hydrocarbons, XVIII. 1-Substituted Neopentyl radicals and their Dimers

Five 3,4-diaryl-2,2,5,5-tetramethylhexanes 1a - e were prepared as pure meso- and DL-isomers.According to the NMR spectra, x-ray analyses for meso- and DL-1e (with an (FB)2E conformation as energy minimum for DL-1e), and force field calculations the diastereomers have distinctly different minimum energy conformations, rotational potentials, and strain enthalpies.Also the activation parameters for the thermal dissociation into 1-arylneopentyl radicals 2 are typically differing.From an entropy discussion it is concluded that sandwich-like diastereomeric radical complexes are formed in these reactions as first intermediates.Their tightness influences ΔS%.The recombinations of the radicals 2 likewise take place stereoselectively.Their substituent effects on the selectivity can also be understood by primary formation of diastereomeric complexes of radical pairs.