2001-61-8Relevant academic research and scientific papers
Cyclopropane-alkene metathesis by gold(i)-catalyzed decarbenation of persistent cyclopropanes
Mato, Mauro,Martín-Torres, Inmaculada,Herlé, Bart,Echavarren, Antonio M.
supporting information, p. 4216 - 4219 (2019/05/06)
A gold(i)-catalyzed cyclopropane-alkene metathesis has been demonstrated with two new families of cyclopropane derivatives of naphthalene and phenanthrene (benzo-fused norcaradienes). In this process, metal carbene units are transferred from a persistent
Iron-catalyzed synthesis of cyclopropanes by in situ generation and decomposition of electronically diversified diazo compounds
Allouche, Emmanuelle M. D.,Al-Saleh, Afnan,Charette, André B.
, p. 13256 - 13259 (2018/12/11)
The modular synthesis of a variety of trans 1,2-disubstituted cyclopropanes in a safe and user-friendly one-pot iron-catalyzed cyclopropanation reaction is described. Easily synthesized N-nosylhydrazones are used as diazo precursors, allowing the in situ generation of electron-rich diazo compounds under mild reaction conditions and their direct participation in the cyclopropanation reaction.
Electron transfer to benzenes by photoactivated neutral organic electron donor molecules
Cahard, Elise,Schoenebeck, Franziska,Garnier, Jean,Cutulic, Sylvain P. Y.,Zhou, Shengze,Murphy, John A.
, p. 3673 - 3676 (2012/06/01)
Powerful reduction reactions: Simple organic electron donors, composed solely of the elements carbon, hydrogen, and nitrogen, reduce ground-state benzene rings to their radical anions by electron transfer upon photoactivation (DMF=dimethylformamide).
Olefin cyclopropanation with aryl diazocompounds upon catalysis by a dirhodium(II) complex
Verdecchia, Mirella,Tubaro, Cristina,Biffis, Andrea
experimental part, p. 1136 - 1139 (2011/03/22)
A dirhodium(II) complex with N-perfluorooctylsulfonylprolinate ligands is found to catalyze the cyclopropanation of olefins with simple aryl diazomethanes. In contrast to previously reported dirhodium(II) catalysts, the present complex works well not only with very electron-rich olefins such as enol ethers, but also with styrenes. Consequently, the present catalyst allows to prepare functionalized diarylcyclopropanes in moderate yields with good diastereoselectivity for the cis product, whereas the enantioselectivity of the reaction appears negligible.
THE MATRIX EFFECT ON STEREOSELECTIVITY OF OLEFIN CYCLOPROPANATION BY ARYLCARBENE
Tomioka, Hideo,Ozaki, Yasuji,Koyabu, Yasuhiro,Izawa, Yasuji
, p. 1917 - 1920 (2007/10/02)
Temperature studies of addition of phenylcarbene to styrene showed that stereoselectivity changed rather dramatically as the reaction phase changed.
Kinetic Study of the Homolytic Brominolysis of 1,2-Diarylcyclopropanes
Applequist, Douglas E.,Gdanski, Rick D.
, p. 2502 - 2510 (2007/10/02)
The rate constants for the photolytic brominolysis of 22 trans-1,2-diarylcyclopropanes in carbon disulfide relative to an internal standard, p-chlorotoluene, have been determined.The products of the brominolysis are 1,3-dibromo-1,3-diarylpropanes.The rate constants range over 5 orders of magnitude, being enhanced by electrondonating substituents on one or both benzene rings.The quantitative size of the substituent effect (ρ) at either involved carbon center is a function of the substituent at the other center.This fact suggests a continuum of transition-state structures with varying degrees of bond breaking and charge separation.
