A series of acceptor-substituted epoxide derivatives is scrutinized by means of experimental and theoretical electron-density investigations. Due to the possibility of nucleophilic ring-opening, the epoxide ring is not only a very useful functional group in organic synthesis, but acceptor-substituted epoxides are valuable building blocks for the design of protease inhibitors. Therefore, the ele...

The heterobimetallic complexes [(eta5-C5H5)Ru(CO)(mu-dppm)Mn(CO)4] and [(eta5-C5Me5)Ru(mu-dppm)(mu-CO)2Mn(CO)3] (dppm = bis-diphenylphosphinomethane) have been prepared by reacting the hydridic complexes [(eta5-C5H5)Ru(dppm)H] and [(eta5-C5Me5)Ru(dppm)H], respectively, with the protonic [HMn(CO)5] complex. The bimetallic complexes can also be synthesized through metathetical reactions between [...

Deoxycytidine was reacted with four epoxides of varying alkylating rates: propylene oxide, glycidol, epichlorohydrin and trichloropropylene oxide. Deoxycytidine was chosen to compare the reactivities of these epoxides as all sites of possible alkylation, the oxygen and both nitrogens, are involved in base pairing in DNA. Reaction products were separated on HPLC. Products of the least and most r...

The Ames procedure with Salmonella typhimurium strain TA100 was used to follow the detoxication by rat liver fractions of two series of aliphatic epoxides. The epoxides employed were 3-chloro-, 3,3-dichloro- and 3,3,3-trichloropropylene oxides and also p-methoxyphenyl-, phenyl- and p-nitrophenylglycidyl ethers. In our procedure with preincubation of the epoxides with rat liver fractions prior t...

The uranyl aryloxide, [UO(2)(OAr)(2)(THF)(2)], and uranyl chloride, [UO(2)Cl(2)(THF)(3)] or [UO(2)Cl(2)(THF)(2)](2) act as pre-catalysts for the ring opening polymerization of propylene oxide and cyclohexene oxide. Coordination of the monomers has been investigated using (1)H EXSY spectroscopy and kinetic and thermodynamic parameters reported. NMR analyses of the polymers suggest a bimetallic m...

The metabolism of the chlorinated ethylenes may be explained by the formation of chloroethylene epoxides as the first intermediate products. The evidence indicates that these epoxides rearrange with migration of chlorine to form chloroacetaldehydes and chloroacetyl chlorides. Thus, monochloroacetic acid, chloral hydrate, and trichloroacetic acid have been found in reaction mixtures of 1,1-dichl...

A number of epoxides, including cis- and trans-stilbene oxides, were assayed as substrates for epoxide hydrolases (EHs) by gas-liquid chromatography. Radiolabeled stilbene oxides were prepared by sodium borotritide reduction of desyl chloride followed by ring closure with base treatment. Rapid radiometric assays for EHs were performed by differential partitioning of the epoxide into dodecane, w...

Polymerizations of racemic mixtures of epoxides or episulfides may lead to stereoregular polymers through a stereoselective process, and to optically active polymers through a stereoelective process that gives either atactic or isotactic polymers. Monomers that have been most studied are propylene oxide, propylene sulfide and t-butyl thiirane, and their polymerization with insoluble initiators ...

The reaction of different types of aromatic and aliphatic epoxides with sodium azide to give vicinal azido alcohols was studied in a microreactor with and without pillars in the channels. Dependent on the substrate, the regioselectivity of the ring opening is affected by the used solvent system, viz. acetonitrile–water (sometimes with 10% acetic acid to promote the reactivity of substrates) or ...