Thesis (Ph. D.)--University of Wisconsin--Madison, 1984. / Typescript. Vita. eContent provider-neutral record in process. Description based on print version record. Includes bibliographical references (leaves 167-185).

Thesis (Ph. D.)--Oregon State University, 2008. / Printout. Includes bibliographical references. Also available on the World Wide Web.

Thesis (PH. D.)--University of Chicago. / Includes bibliographical references. Also available on the Internet.

Th.--Pharm.--Paris, 1905-1906. / Paris, 1905-1906, n ° 7.

The (2+2) cycloaddition of ketenes and trimethylsilyl enol ethers was found to proceed in good yield to give trimethylsiloxycyclobutanones of unique and interesting regiochemistry and stereochemistry. As electron-rich activated olefins, the trimethylsilyl enol ethers readily reacted with the electron-deficient ketenes.

A possible nutritional role for certain of the naturally occurring α-glyceryl ethers has been investigated. Batyl, selachyl and chimyl alcohols have been administered per orum for extended periods to growing dogs and rats at various dosage levels to ascertain if these compounds produce inimical or favourable effects in terms of growth and haematopoietic responses. Groups of male and female dogs and rats maintained on normal rations were given daily doses of each of the three alcohols at a level of 6 mgs per kilogram of body weight for 180 days. There was no evidence to suggest that these compounds produced harmful effects. Histopathological study of the major tissue system confirmed this conclusion. A favourable response in the form of a slightly increased growth rate was noted in the female rats that received the selachyl alcohol. No evidence of a haematopoietic effect was obtained. In a second experiment, selachyl alcohol was offered as an addendum to a normal ration, to both dogs and rats at levels that ensured a daily consumption of 600 and 2400 mg per kilogram of body weight of this alcohol for a period of sixty days. Other groups of both species received batyl alcohol at the higher dosage level (2400 mg per kilogram of body weight) daily for the same time period. The results obtained suggest that both compounds when fed at the 2400 mg per kilogram level interfered with the digestibility of the ration offered and, in so doing, reduced the growth rate of the experimental dogs. A corresponding effect did not occur in the rats. Both alcohols, when administered at the highest dosage level, induced an increase in the reticulocyte count in the blood of the dogs and an increase in the percentage of nucleated red blood cells in the bone marrow smears prepared from the rats. A glyceryl ether-free synthetic ration supplemented with 0.5, 5 and 50 mg of batyl alcohol per kilogram of body weight was prepared and then offered to groups of young growing rats for a period of five weeks. No growth response was obtained at any level, suggesting that this compound does not have a nutritional function or that the rat is able to synthesize the compound at a rate that is adequate to permit near maximum growth. It is also possible that the animals had sufficient reserves of compounds of this type to permit growth at the measured rate. / Land and Food Systems, Faculty of / Graduate

Macrocyclic polyether sulfides have been prepared by reacting an oligoethylene glycol dichloride with a dithiol in refluxing basic ethanol. The following new compounds were prepared: 1,5-dithia-(19- crown-6), 3-hydroxy-1,5-dithia-(19-crown-6), 1,4-dithia-(21-crown-7), 3-hydroxy-1,5-dithia-(22-crown-7), and 1,4-dithia-(24-crown-8). One other previously reported macrocyclic polyether sulfide was also prepared. The thesis includes a review of macrocyclic sulfides and other related compounds, the thermodynamics of interaction of several macrocyclic polyether sulfides with Ag^+, Hg^2+, and Pb^2+ ions, and a discussion of the structure of these materials.

A series of macrocyclic ether-esters has been prepared by treating various glycols with adipoyl chloride and various substituted malonyl, succinyl and glutaryl chlorides. The prepared compounds include: 15-ethyl- and 15-phenyl-1,4,7,10,13-pentaoxacyclohexadecane-14,16-dione (5 and 6); 15-methyl-, 15-phenyl-, cis-cyclohexo-[o]-, and benzo-[o]-1,4,7,10,13-pentaoxacycloheptadecane-14,17-dione (7-10); trans,trans-1,4,7,10,13,18,21,24,27,30-decaoxacyclotetratriacontane-15,32-diene-14,17,31,34-tetraone (11); 1,4,7,10,13-pentaoxacyclooctadecane-14,18-dione (12); 15,15,16,16,17,17-hexafluoro- and 16-methyl-1,4,7,10,13-pentaoxacyclooctadecane-14,18-dione (13 and 14); 1,4,7,10-tetraoxacyclohexadecane-11,16-dione (15); and 1,4,7,10,13-pentaoxacyclononadecane-14,19-dione (16).

The crystal structure of the barium thiocyanate complex of isomer A of the cyclic polyether dicyclo-hexyl-18-crown-6 has been determined by X-ray difraction techniques. It has been found that isomer A is in the cis-syn-cis conformation. Dicyclohexyl-18-crown-6 is prepared by hydrogenation of dibenzo-18-crown-6. Five isomers are possible as a result of this hydrogenation but only two have been isolated. ^1H and ^13C NMR results lead to trans and cis hydrogenation assignments, respectively. This study resolved the disagreement regarding the conformation differences between isomers. Log K, ΔH°, and ΔS° values for the hydrolysis and SO_4^= ion interaction of Al^3+ and Fe^3+ ions have been determined using an isothermal calorimetric titration procedure. The reactions were carried out in aqueous solution at 25° and ionic strengths of 0, 1.0, and 3.0, and also at 50° at an ionic strength of zero. Values of log K, ΔH°, and ΔS° valid at zero ionic strength and 10, 25 and 40° are reported for the interaction of dipicolinate ion with H^+, Mg^2+, Ca^2+, and Sr^2+ ions and for proton ionization from several cycloalkane-carboxylic acids and mono-substituted protonated pyridines.

No description available.