• Login
    View Item 
    •   Home
    • Graduate Theses, Dissertations and Projects
    • Queen's Graduate Theses and Dissertations
    • View Item
    •   Home
    • Graduate Theses, Dissertations and Projects
    • Queen's Graduate Theses and Dissertations
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    I. Progress in Directed ortho Metalation and II. Generating Chirality in Periodic Mesoporous Organosilica

    Thumbnail
    View/Open
    Blackburn_Thomas_W_finalsubmission200909_Msc.pdf (8.189Mb)
    Date
    2009-09-27
    Author
    Blackburn, Thomas
    Metadata
    Show full item record
    Abstract
    Chapter 1 constitutes a review of current methods of aromatic substitution focusing on Directed ortho Metalation (DoM) and Directed remote Metalation (DreM). The field of mesoporous silica is reviewed in Chapter 2, focusing on the preparation, characterization, and application of mesoporous silicates.

    Chapter 3 presents an introduction of phosphorus based Directed Metalation Groups (DMGs). The development of the directed ortho metalation (DoM) reaction of the tetraethyl phosphorodiamidate DMG is described. In addition to being one of the most powerful DMGs, migration of the OPO(NEt2)2 group to the ortho and remote positions is demonstrated, constituting new reactions as well as affording new organophosphorus compounds.

    Attempts to improve the synthetic utility of the DMG led to the discovery and optimization of a two new nickel-catalyzed cross coupling reactions, which is described in Chapter 4. Both the OPO(NEt2)2 and OCONEt2 DMGs are demonstrated to undergo cross coupling reactions with aryl boronic acids.

    By means of DoM and cross coupling tactics, the concise synthesis of a chiral binaphthol bridged silasesquioxane is described. Chapter 5 explores new methods to prepare chiral periodic mesoporous organosilica (PMO) materials using this monomer. PMOs are prepared by the co-condensation of a relatively small amount of chiral binaphthyl dopant which acts to twist the bulk prochiral biphenylene framework.
    URI for this record
    http://hdl.handle.net/1974/5238
    Collections
    • Queen's Graduate Theses and Dissertations
    • Department of Chemistry Graduate Theses
    Request an alternative format
    If you require this document in an alternate, accessible format, please contact the Queen's Adaptive Technology Centre

    DSpace software copyright © 2002-2015  DuraSpace
    Contact Us
    Theme by 
    Atmire NV
     

     

    Browse

    All of QSpaceCommunities & CollectionsPublished DatesAuthorsTitlesSubjectsTypesThis CollectionPublished DatesAuthorsTitlesSubjectsTypes

    My Account

    LoginRegister

    Statistics

    View Usage StatisticsView Google Analytics Statistics

    DSpace software copyright © 2002-2015  DuraSpace
    Contact Us
    Theme by 
    Atmire NV