Octaethylporphyrmato)rhodium(III) chloride, (OEP)RhmCl, reacts with benzene in the presence of AgC104 or AgBF4 to give the phenyl-rhodium(III) complex. Anisóle, toluene, and chlorobenzene are similarly metalated exclusively at the para positions. The metalation of methyl benzoate, on the other hand, gives a 92:8 mixture of meta-and para-metalated isomers. The reactivities of arenes follow the Hammett equation with the p value of -5.43. The observed substituent effects both on reactivity and orientation unambiguously characterize the present reaction as an electrophilic aromatic metalation with a [(OEP)Rhm]+ intermediate generated from the anion exchange of (OEP)RhnlCl with silver salts. The slow step in the reaction is coordination of arene to form [(OEP)Rh(arene) ]+, which subsequently loses a proton. Arenes thus activated with rhodium undergo photochemical homolysis of the C-Rh bond as well as its halogen-induced heterolysis.
Measurements obtained with nonenhanced MR angiography appear equally accurate to those of CT angiography in the preoperative planning of abdominal EVAR.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.