13700-82-8Relevant articles and documents
Aromatic substitution in ball mills: Formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
Schmidt, Robert,Stolle, Achim,Ondruschka, Bernd
, p. 1673 - 1679 (2013/02/22)
Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed. The Royal Society of Chemistry.
Inter- and innermolecular reactions of chloro(phenyl)carbene
Rosenberg, Murray G.,Brinker, Udo H.
, p. 4819 - 4832 (2007/10/03)
Supramolecular photolyses of 3-chloro-3-phenyl-3H-diazirine (8) were performed within cyclodextrin (CyD) hosts to determine whether these toroidal inclusion compounds could alter the reactivity of the ensuing carbene reaction intermediate, chloro(phenyl)carbene (9). Remarkably, no intramolecular products stemming from carbene 9 could be detected. Instead, modified CyDs were formed via so-called innermolecular reactions. Hence, diazirine 8 was photolyzed in various conventional solvents to gauge the intermolecular reactivity of carbene 9. Relevant results were used to rationalize the CyD innermolecular reaction products.
Absolute kinetics of phenylchlorocarbene C-H insertion reactions
Moss, Robert A.,Yan, Shunqi
, p. 9381 - 9384 (2007/10/03)
Absolute rate constants, activation parameters, a kinetic isotope effect, and hybrid density functional theory computational results are presented for various C-H insertion reactions of PhCCl.
