http://hdl.handle.net/1721.1/7644 Mon, 20 May 2013 09:27:38 GMT 2013-05-20T09:27:38Z http://hdl.handle.net/1721.1/78512 Progress towards the synthesis of tetracyclic heteroaromatic compounds via tandem benzannulation-cyclization strategies Mamaliga, Galina A tandem benzannulation-cyclization strategy was successfully applied to the synthesis of a tetracyclic heteroaromatic compound expected to have interesting electronic properties. Benzannulation of a diazo ketone and a ynamide yielded a highly substituted aniline that was cyclized to indole according to protocols developed in our laboratory previously. Thesis (S.B.)--Massachusetts Institute of Technology, Dept. of Chemistry, February 2012.; Cataloged from PDF version of thesis.; Includes bibliographical references. Sun, 01 Jan 2012 05:00:00 GMT http://hdl.handle.net/1721.1/78512 2012-01-01T05:00:00Z http://hdl.handle.net/1721.1/73389 Physical and biological properties of a Pt(ll) complex of a beta-diketiminate ligand with pendant quinoline arms Hope, Jennifer M A monoanionic, tetradentate [beta]-diketiminate (BDI) ligand with pendant quinoline arms, BDIQQH was coordinated to Pt(II) to yield the square-planar complex [Pt(BDIQQ)]CI. This complex was characterized by NMR spectroscopy, ESI-MS, FTIR spectroscopy, UVVisible absorbance spectroscopy, and cyclic voltammetry. Computational studies, including geometry optimizations and frequency calculations, were carried out to further analyze the electronic structures of the complexes. In addition, the DNA-binding properties of the complexes were evaluated by UV-Vis titrations and an ethidium-bromide displacement assay. Our results indicate that the compounds interact with DNA, although the mode of interaction is still ambiguous. Fluorescence studies were also performed to investigate the interaction of the complex with bovine serum albumin (BSA) as a model protein. Finally, cytotoxicity data were obtained in a small panel of cell lines using the MTT assay. The complex has a toxicity comparable to or higher than that of cisplatin in the lines tested. Thesis (S.B.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2012.; Cataloged from PDF version of thesis.; Includes bibliographical references (p. 55-56). Sun, 01 Jan 2012 05:00:00 GMT http://hdl.handle.net/1721.1/73389 2012-01-01T05:00:00Z http://hdl.handle.net/1721.1/73388 Palladium-catalyzed C-N cross-coupling reactions toward the synthesis of drug-like molecules McAvoy, Camille Z The development of methodologies for C-N bond formation reactions is an important scientific challenge because of many academic and industrial applications. This work will focus particularly on palladium-catalyzed cross-couplings of amine-containing compounds with aryl halides. The scope of the BrettPhos precatalyst for the cross-coupling of ortho-substituted aryl iodides with amides is studied using substrates with a variety of functional groups. Due to potential metal-chelating issues with some of the substrates used in this study, a proposed ligand synthesis is discussed in which one of the methoxy groups of BrettPhos is replaced with a morpholine capable of occupying palladium's open coordination site during its catalytic cycle. A final C-N bond formation study focuses on the cross-coupling of aryl halides with amidine salts. For this cross-coupling, a methodology has been developed that can be applied to various electron-rich, electron-poor, and electron-neutral substrates. Furthermore, the products of this cross-coupling can be used for a subsequent electrocyclization through a reaction with aldehyde, demonstrating that a relatively simple two-pot methodology can be used to make relatively complex substrates with pharmaceutical applications. Both amides and amidines are common moieties in drug-like molecules because of the various biological activities of these functional groups. Potential medicinal applications of the developed cross-coupling of amidine salts with aryl halides methodology are described. Thus, methodologies for various palladium-catalyzed, C-N cross-couplings as well as a potential ligand synthesis to be used for palladium catalysis are herein discussed. Thesis (S.B.)--Massachusetts Institute of Technology, Dept. of Chemistry; and, (S.B.)--Massachusetts Institute of Technology, Dept. of Chemical Engineering, 2012.; Cataloged from PDF version of thesis.; Includes bibliographical references (p. ). Sun, 01 Jan 2012 05:00:00 GMT http://hdl.handle.net/1721.1/73388 2012-01-01T05:00:00Z http://hdl.handle.net/1721.1/67159 Nitrogen in sewage Allen, Charles R Thesis (B.S.)--Massachusetts Institute of Technology, Dept. of Chemistry, 1885.; MIT copy bound with: Albertite or melan asphalt / Frederick Fox, Jr. -- The action of bromine on the substituted anilides / Henry Martin -- Decomposition of paraffine hydrocarbons by heat / Henry P. Talbot.; Includes bibliographical references (leaves 71-73). Thu, 01 Jan 1885 05:00:00 GMT http://hdl.handle.net/1721.1/67159 1885-01-01T05:00:00Z