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Filtering by: Creator Reeher, James A., Jr. Remove constraint Creator: Reeher, James A., Jr. Academic Affiliation Chemistry Remove constraint Academic Affiliation: Chemistry Advisor Bond, F. Thomas Remove constraint Advisor: Bond, F. Thomas

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  • Reactions of organoboranes

    Creator:
    Thompson, Thomas Myron
    Abstract:
    An examination was made of some reactions involving a transfer of carbon from boron to carbon. In the case of the reaction of a C[subscript n] alkylorganoborane with dichlorocarbene the intermediate was a C[subscript n]₊₁ chloroalkylorganoborane. Oxidation of this intermediate yielded an homologous acid (33%) and the usual alcohol (66%)....
    Resource Type:
    Masters Thesis
    Full Text:
    (Major professor) An examination was made of some reactions involving a trans- fer of carbon from

  • Steroid dialkylcarbene reactions

    Creator:
    Dixon, Dale David
    Abstract:
    Steroid carbenes have been investigated as synthetic intermediates. Basic decomposition of 4-en-3-one tosylhydrazones (and other A-ring systems) gives varying amounts of 2, 4-dienes, and solvent derived products with diglyme, heptane, tetrachloroethylene, carbon tetrachloride, benzene and cyclohexene. A method for separating complex product mixtures was developed and a study of the...
    Resource Type:
    Dissertation
    Full Text:
    decomposition of 4-en-3-one tosylhydrazones (and other A-ring systems) gives varying amounts of 2, 4-dienes

  • The synthesis and chemistry of strained bicyclic systems

    Creator:
    Scerbo, Louis
    Abstract:
    A facile route to bicyclo(2.1.1)hexanes was developed involving the intramolecular photocyclization of 1, 5-hexadien-3-one to bicyclo(2.1.1)hexan-2-one. A study of the chemistry of bicyclo-(2.1.1)hexan-2-one was undertaken. Deuterium exchange and borohydride reduction demonstrated the strain present in the ketone. Further evidence was obtained from the failure to introduce substituents alpha to the...
    Resource Type:
    Dissertation
    Full Text:
    Abstract approved Dr. F. Thomas Bond A facile route to bicyclo(2. 1. 1)hexanes was developed involving

  • Formation of alkyl-and dialkylcarbenes. The 3-cyclohexenyl carbinyl carbene system

    Creator:
    Crouse, Dale McClish
    Abstract:
    The 3-cyclohexenyl carbinyl carbene species was formed by the thermal decomposition of the p-toluenesulfonylhydrazone sodium salt and by oxidation of the hydrazone. Several oxidizing agents were studied. The products were investigated under aprotic and protic conditions and at various temperatures. The diazocompound was formed as an intermediate and found to...
    Resource Type:
    Masters Thesis
    Full Text:
    yield was small and showed a large amount of (3- insertion. The ß- to y- insertion ratio decreased as

  • Dihalocarbene reactions with steroid olefins

    Creator:
    Cornelia, Richard Hartman
    Abstract:
    Dihalocarbenes have been generated mainly by thermal decomposition of sodium trihaloacetate and phenyl (trihalomethyl)mercury, and give gem-dihalocyclopropyl adducts with various steroid olefins. A new procedure involving the use of sealed tubes makes possible the addition of dihalocarbenes to sterically hindered olefins. In this manner, 7-cholestenyl benzoate when treated with PhHgCC1₃...
    Resource Type:
    Dissertation
    Full Text:
    adducts with various steroid olefins. A new procedure involving the use of sealed tubes makes possible

  • Steroid organoborane reactions

    Creator:
    Byall, Elliott Bruce
    Abstract:
    Steroid organoboranes have been found to be useful synthetic intermediates. Attempted pyrolyses, based on simple trialkylborane cyclizations, have not yielded C-19 or C-18 functionalized steroids, but have produced isomerized systems not otherwise available. Thus, hydroboration of cholesterol followed by pyrolysis at 215° gives 31% of 2-cholestene-6α-ol and 49% of a...
    Resource Type:
    Dissertation
    Full Text:
    cholesterol followed by pyrolysis at 215° gives 31% of 2- cholestene -6a -ol and 49% of a mixture of chol

  • Conformation and reactivity studies of some bicyclo(3.3.1) nonane derivatives

    Creator:
    Sturmer, David Michael
    Abstract:
    New syntheses for 2-bicyclo(3.3.1)nonanone and 7-bicyclo-(3.3.1)nonen-2-one were developed. The saturated ketone was prepared from phenol and acrylonitrile via a novel intramolecular S[subscript N]2 cyclization process. A Friedel-Crafts cyclization of 3-(3-cyclohexenyl)propanoyl chloride permitted synthesis of the unsaturated ketone from 4-cyclohexene carboxaldehyde. The formation of the bicyclo(3.3.1)nonane rather than a bicyclo(3.2.2)nonane skeleton...
    Resource Type:
    Dissertation
    Full Text:
    saturated ketone was pre- pared from phenol and acrylonitrile via a novel intramolecular SN2 cyclization

  • Steroid-dihalocarbene reactions

    Creator:
    Damewood, John Roderick
    Abstract:
    Dihalocarbenes have been generated by thermal decomposition of sodium trichloroacetate and tribromomethylphenylmercury, and give mono dihalocyclopropyl adducts with steroid dienes. Such compounds offer an easy starting point for the synthesis of unusual derivatives of potential biological interest. Under the same conditions, however, addition to non-conjugated double bonds does not take...
    Resource Type:
    Masters Thesis
    Full Text:
    :2383-2385. 1951. 36 33. Seyferth, Dietmar, James M. Burlitch and James K. Heeren. A new

  • Some synthetic efforts in small ring chemistry

    Creator:
    Lam, Luke Kwok Tung
    Abstract:
    Cyclopropylcyclobutene was prepared via the intermediate dicyclopropylcarbinyl carbene which was generated by the thermal decomposition of the sodium salt of dicyclopropylketone p-toluenesulfonylhydrazone. The successive thermal isomerization of cyclopropylcyclobutene to 2-cyclopropyl-1, 3-butadiene and to vinylcyclopentene was studied. Kinetic data were obtained for the cyclopropylcyclobutene to 2-cyclopropyl-1, 3-butadiene isomerization in the gas...
    Resource Type:
    Masters Thesis
    Full Text:
    was not a major reaction pathway under conditions similar to those used in the decomposition of