118993-93-4

Upstream product

• 100-42-5 styrene 
• 19350-76-6 4-methyl-N′-(pyridin-3-ylmethylene)benzenesulfonohydrazide 
• 5097-93-8 trans-4-styrylpyride 
• 118993-93-4 trans-1-phenyl-2-(4-pyridyl)cyclopropane 

Downstream Products

• 118993-93-4 3-(2-phenylcyclopropyl)pyridine 

Relevant academic research and scientific papers

Intermolecular metal-free cyclopropanation of alkenes using tosylhydrazones

We describe the first general method for the metal-free cyclopropanation of alkenes by using N-tosylhydrazones as an in situ source of diazo compounds. This new method works with a wide variety of alkenes (styrene derivatives, dienes, enynes, and electron-deficient alkenes) by using N-tosylhydrazones derived from various ketones or aldehydes (aromatic, aliphatic, enones). The reaction is performed with the use of K2CO3 as a base to form the diazo species and is compatible with a wide array of functional groups. A new procedure for the synthesis of cyclopropanes by the formal cyclopropanation of carbonyl compounds and alkenes is described. This metal-free reaction proceeds through the base-promoted decomposition of tosylhydrazones. There is significant tolerance of the functional groups, enabling cyclopropanation in the presence of functionalities often not compatible with other methodologies.

Electronic Interactions in Aromatic Compounds. Direct Electronic Interaction between Aromatic Rings in Conjugated and Non-Conjugated cis-Compounds

A study of charge transfer equilibria between a series of cis- and trans-4-styrylpyridines and cis- and trans-1-(4-X-phenyl)-2-(4-pyridyl)cyclopropanes with iodine has been carried out in CCl4.Acidity constants for these heteroaromatic compounds were determined.The results obtained for the two types of measurements show that through-space conjugation, due to overlap of the non-parallel ?-orbitals of the two aromatic systems, operated in both cis-systems.