tion of amido and hydroxyl groups in model compounds so that the positions of these groups in the ground state 5 more closely resemble their positions in the transition state for lactonization.Perhaps the hydroxyamide 5 will be more susceptible than la to imidazole-catalyzed lactonization. The parent acid of 5 has been reported to lactonize ~3 X 101 234 times faster than hydroxymethylbenzoic acid.19 (19) D. R. Storm and D. E. Koshland, Jr., Proc. Nat. Acad. Set.
A computer model of a bulk liquid polymer was built to investigate the problem of local order. The model is made of C30 n-alkane molecules; it is not a lattice model, but it allows for a continuous variability of torsion angles and interchain distances, subject to realistic intra- and intermolecular potentials. Experimental x-ray scattering curves and radial distribution functions are well reproduced. Calculated properties like end-to-end distances, distribution of torsion angles, radial distribution functions, and chain direction correlation parameters, all indicate a random coil conformation and no tendency to form bundles of parallel chains.
The 3-butyl-2-phenylbenziodolium cation has been synthesized by the low-temperature reaction of transchlorovinyliodoso dichloride and írons-l-lithio-2-o-lithiophenyl-l-phenyl-1-hexene. The iodonium ion underwent attack by nucleophiles (Cl-, I-, and CH30-) exclusively at the 2 position to give a mixture of cis-and irans-stilbenes. Reaction of the iodonium ion with water in the absence of oxygen gave 2-o-iodophenyl-l-phenyl-l-hexanone, which has been independently synthesized by hydrolysis of íroros-l-iodo-2-o-iodophenyl-l-phenyl-l-hexene.Reaction of the iodonium ion with oxygen in water gave 2-hydroperoxy-2-o-iodophenyl-l-phenyl-l-hexanone, which was thermally cleaved to benzoic acid and 1-o-iodophenyl-l-pentanone. The latter compound has been independently synthesized by addition of butylmagnesium chloride to o-iodobenzaldehyde followed by oxidation of the resulting alcohol with the Jones reagent. The -hydroperoxy ketone was reduced by sodium borohydride or sodium iodide to 2-hydroxy-2-o-iodophenyl-l-phenyl-l-hexanone, which was oxidatively cleaved with lead
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.