104173-50-4Relevant academic research and scientific papers
Regio- and stereochemical aspects of the palladium-catalyzed desilylation-arylation of substituted vinylsilanes
Alvisi, Davide,Blart, Errol,Bonini, Bianca Flavia,Mazzanti, Germana,Ricci, Alfredo,Zani, Paolo
, p. 7139 - 7146 (1996)
The palladium-catalyzed desilylation-arylation of substituted vinylsilanes by p-iodoanisole in the presence of bidentate phosphine ligands is described. Apart from enhancing the rate of the reaction considerably, heteroatom-based functional groups in the vinylsilane moiety have a profound influence on the regiochemistry. A catalytic cycle for the chelation-controlled desilylation-arylation reaction involving five- and six-membered chelate rings is proposed.
Deamination Reactions, 45. Decomposition of 1-Arylcyclopropanediazonium Ions
Kirmse, Wolfgang,Rode, Jutta
, p. 3694 - 3703 (2007/10/02)
1-Arylcyclopropanediazonium ions have been generated by alkaline cleavage of the analogous nitrosocarbamates in methanol.With increasing ?-donor capacity of the aryl groups, retention of the three-membered ring was enhanced while the stereoselectivity (as probed with the aid of 2-D labels) was diminished or entirely lost (4-methoxyphenyl).Where applicable, the stereoselectivity of ring opening is inferior to that of nucleophilic displacement.The data may be interpreted in terms of competing reactions (ks, kc, kΔ) of the cyclopropanediazonium ions.
