Synthesis, characterisation and reactions of bis[2-(dimethylaminomethyl)-phenyl] diselenide: its structure and that of [2-(dimethylaminomethyl)phenyl]-selenium bromide

Abstract

Bis[( 2-dimethylaminomethyl)phenyl] diselenide (RSe), was obtained by the organolithium route. It underwent facile reaction with stoichiometric amounts of bromine and iodine to give the corresponding arylselenium halides RSeBr and novel RSeI in which the selenium is covalently bonded to iodine. With an excess of bromine it gave the corresponding tribromide RSeBr, but a similar reaction with iodine gave only RSeI. With diazomethane it gave the selenoether (RSe),CH, and with HCl the known bis(hydroch1oride) (RSe),*2HCI. A catalytic conversion of alkenes into allylic acetates using (RSe), was carried out. The compounds were characterised by elemental analyses, mass, multinuclear NMR ('H, ,C, '?Se), IR, Fourier-transform-Raman spectrometry and conductance measurements. The compound RSeBr, shows evidence for the existence of

Synthesis and Structure–Activity Correlation Studies of Secondary‐ and Tertiary‐Amine‐Based Glutathione Peroxidase Mimics

“…In contrast, an upfield shift was observed for compound 23 (d = 406 ppm) relative to the chemical shift for compound 27 (d = 414 ppm), which indicates that the introduction of the sterically bulky N,N-diisopropyl substituent significantly reduces the Se···N interactions. [17] This is further confirmed from the single-crystal X-ray structure of 23, which shows that the average Se···N distance (2.946 ) in this compound is considerably higher than that of compounds 3 (2.859 ) [18] and 5 (2.885 ; Figure 2). …”

“…[6e] The lower antioxidant activity of the amide-based compounds (17)(18)(19)(20)(21)(22) as compared to that of the tert-amino-substituted diselenides (3-5) can be ascribed to the different catalytic mechanisms for these two classes of compounds.…”

Hypervalent selenium compounds containing N → Se intramolecular interactions: synthesis, characterization and X‐ray structures of [2‐(Me2NCH2)C6H4]SeS(S)PR2 (R = Ph, OiPr)

“…Some derivatives containing ortho-selenurated benzylamino moieties have been reported, which generally display intramolecular coordination of the nitrogen atom of the pendent arm to the selenium atom. 5,6 Recently, we have reported on the molecular structures of [2-(Me 2 NCH 2 )C 6 H 4 ]TeS(S)PR 2 (R = Me, Ph, O i Pr) 15 which were found to be monomeric, with the nitrogen atom of the pendent ÐCH 2 NMe 2 arm strongly coordinated to the tellurium atom and the organophosphorus ligand acting as a monodentate unit, thus giving rise to a T-shaped coordination geometry around tellurium.…”

Structure and Bonding in Bis(1‐naphthyl) Diselenide and Bis{[2‐(N,N‐dimethylamino)methyl]phenyl} Tetraselenide, and Their Brominated Derivatives

“…The oxidation of diaryl diselenides and ditellurides by SO 2 Cl 2 , Br 2 , or I 2 is known to lead to the cleavage of the chalcogen-chalcogen bond with the formation of ArEX or ArEX 3 (Ar = aryl group; E = Se, Te; X = Cl, Br, I; for some illustrative examples, see Refs. [5][6][7][8][9][10] and references cited therein). The final products depend on the identity of the organic group, chalcogen, and halogen as well as on the molar ratio of the chalcogen and halogen (see Scheme 1).…”