38574-14-0Relevant articles and documents
Mechanism of electrophilic fluorination of aromatic compounds with NF-reagents
Borodkin,Zaikin,Shakirov,Shubin
, p. 1451 - 1459 (2007)
Kinetic isotope effects H/D in electrophilic fluorination of aromatic compounds with NF-reagents were investigated. The small values of k H/k D (0.86-1.00) are in agreement with the polar reaction mechanism where the Wheland complex
Iron-catalyzed allylic arylation of olefins via C(sp3)-H activation under mild conditions
Sekine, Masaki,Ilies, Laurean,Nakamura, Eiichi
supporting information, p. 714 - 717 (2013/04/10)
An aryl Grignard reagent in the presence of mesityl iodide converts an allylic C-H bond of a cycloalkene or an allylbenzene derivative into a C-C bond in the presence of a catalytic amount of Fe(acac)3 and a diphosphine ligand at 0 C. The stereo- and regioselectivity of the reaction, together with deuterium labeling experiments, suggest that C-H bond activation is the slow step in the catalytic cycle preceding the formation of an allyliron intermediate.
Trifluoroacetic Acid-catalysed Transacylation of Arenes by Acylpentamethylbenzene
Keumi, Takashi,Morita, Toshio,Shimada, Takanobu,Teshima, Naomi,Kitajima, Hidehiko,Prakash, G. K. Surya
, p. 847 - 852 (2007/10/02)
Facile transacylation between acylpentamethylbenzene and activated arenes such as anisole was found to occur in boiling trifluoroacetic acid (TFA).The mechanism for the transacylation between acetylpentamethylbenzene (AcPMB) and anisole with TFA was elucidated by means of product isolation and kinetics.The reaction proceeds via reversible protodeacetylation of AcPMB involving an ipso-protonated intermediate B to give pentamethylbenzene and acetic trifluoroacetic anhydride followed by irreversible acetylation of anisole by the mixed anhydride.The mechanism resulting in an ipso-protonated intermediate B was deduced from the reaction of acetylmesitylene with TFA as well as from the rate of deacetylation of 3,5-dideuterioacetylmesitylene with TFA.The formation of such an intermediate was also independently confirmed by 13C n.m.r. spectroscopic syudies on AcPMB in superacid solutions under stable conditions.