2362-71-2Relevant academic research and scientific papers
Arenediazonium o-benzenedisulfonimides as efficient reagents for Heck-type arylation reactions
Artuso, Emma,Barbero, Margherita,Degani, Iacopo,Dughera, Stefano,Fochi, Rita
, p. 3146 - 3157 (2007/10/03)
Arenediazonium o-benzenedisulfonimides can be used as new and efficient reagents for Heck-type arylation reactions of some common substrates containing C-C multiple bonds, namely ethyl acrylate, acrylic acid, acroleyne, styrene and cyclopentene. The reactions were carried out in an organic solvent, in the presence of Pd(OAc)2 as pre-catalyst, and gave rise to arylated products, for example, ethyl cinnamates, cinnamic acids, cinnamic aldehydes and stilbenes, possessing an (E)-configuration, and 1-arylcyclopentenes, in good to excellent yields. It is noteworthy that all the reactions led to the recovery, in greater than 80% yield, of o-benzenedisulfonimide, recyclable for the preparation of other diazonium salts.
Heck reaction of 1-aryltriazenes
Bhattacharya,Majee,Mukherjee,Sengupta
, p. 651 - 657 (2007/10/02)
1-Aryl triazenes upon treatment with TFA or HBF4 undergo Heck reaction via in-situ generated aryldiazonium salts.
Heck Reaction of Arenediazonium Salts: a Palladium-catalysed Reaction in an Aqueous Medium
Sengupta, Saumitra,Bhattacharya, Sanchita
, p. 1943 - 1944 (2007/10/02)
Heck reaction of arenediazonium salts has been conveniently carried out with 1-2 molpercent Pd(OAc)2 in ethanol.An aqueous one pot procedure starting with anilines is described.
74. Solvolysis Mechanism of cis- and trans-2-Arylcyclopentyl p-Toluenesulfonates. Subsequent Step in cis-2-Arylcyclopentyl p-Toluenesulfonate Solvolysis
Ronco, G.,Guyon, R.,Villa, P.
, p. 658 - 673 (2007/10/02)
The solvolysis of a series of 1-deuteriated, 2-deuteriated, and undeuteriated cis-2-arylcyclopentyl p-toluenesulfonates in HCOOH, AcOH, and EtOH has been studied.We have shown that the classical secondary carbocation arising from substrate ionisation undergoes two concurrent processes, namely kc (direct products formation) and kip (hydrogenium bridged ion formation as tertiary carbocation or products precursor).The intrinsic properties of solvent and the aryl substituent electronic effects only affect the total solvolysis rate and the respective contributions of kc and kip processes.Comparing the observed and calculated kinetic isotope effects of D-C(2) allows one to conclude that no step can be called 'rate-determining step' but that the steps following ionisation have a preponderent effect on the total solvolysis rate.
REACTION OF DIAZONIUM SALTS WITH TRANSITION METALS-III. PALLADIUM(0)-CATALYZED ARYLATION OF UNSATURATED COMPOUNDS WITH ARENEDIAZONIUM SALTS
Kikukawa, K.,Nagira, K.,Wada, F.,Matsuda, T.
, p. 31 - 36 (2007/10/02)
Palladium (0) catalyzed reactions of arenediazonium salts for arylation of aliphatic and cyclic olefins and allylic alcohols, styrene and ethyl acrylate were studied.Effect of the olefinic compounds and other reaction variables on the arylation were presented.Arylpalladium species was proposed as the most plausible intermediated in this reaction.
