Now showing items 1-20 of 45

  • Activation and Deprotection of F-BODIPYs using Boron Trihalides 

    Lundrigan, Travis, Cameron, T. Stanley, Thompson, Alison. (2014). Activation and deprotection of F-BODIPYs using boron trihalides. Chemical Communications, 50(53), 7028-7031. DOI: 10.1039/C4CC02706J
    The activation of F-BODIPYs with boron trihalides, followed by treatment with a nuclephile, effects facile substitution at boron; using water as the nucleophile promotes deprotective removal of the–BF2 moiety and thereby ...
  • Antimicrobial Activity of Non-natural Prodigiosenes 

    Marchal, E., Uddin, M. I., Smithen, D. A., Hawco, C. L. A., Lanteigne, M., Overy, D. P., ... & Thompson, A. (2013). Antimicrobial activity of non-natural prodigiosenes. Rsc Advances, 3(45), 22967-22971. DOI: 10.1039/c3ra45479g
    Tripyrrolic prodigiosenes, derivatives of the natural product prodigiosin, have been produced via multi-step synthesis beginning with 2-formyl pyrroles bearing various functionalities at the 4-position. Two tin complexes ...
  • Asymmetric Dipyrrin and F-BODIPYs Conjugated to Terminal Alkynes and Alkenes 

    Published version: Figliola, C., Robertson, K., Greening, S., & Thompson, A. (2017). Asymmetric Dipyrrin and F-BODIPYs Conjugated to Terminal Alkynes and Alkenes. Journal of Organic Chemistry (June 24, 2017)
  • Asymmetric oxidation of 2-(arylsulfenyl)pyrroles 

    Thompson, Alison, Jose R. Garabatos-Perera, and H. Martin Gillis. 2008. "Asymmetric oxidation of 2-(arylsulfenyl)pyrroles." Canadian Journal of Chemistry-Revue Canadienne De Chimie 86(7): 676-681.
    The asymmetric oxidation of prochiral 2-(arylsulfenyl)pyrroles has been investigated. A marked electronic effect within the substrate significantly influenced the degree of enantioselectivity obtained, with very high enantio ...
  • Celebrating the 200th anniversary of Dalhousie University in Halifax, Nova Scotia, Canada. 

    Thompson, A. (2018). Celebrating the 200th anniversary of Dalhousie University. Canadian Journal of Chemistry, 2018, 96(7): iii, https://doi.org/10.1139/cjc-2018-0190
  • Chiral molecules containing the pyrrole framework 

    Thirumalairajan, Srinath, Beth M. Pearce, and Alison Thompson. 2010. "Chiral molecules containing the pyrrole framework." Chemical Communications 46(11): 1797-1812.
    This review summarizes strategies by which chiral pyrroles, both simple and complex, have been prepared: strategies include formation of the pyrrolic ring using starting materials appended with chirality, as well as the ...
  • Chloride anion transport and copper-mediated DNA cleavage by C-ring functionalized prodigiosenes 

    Diaz, Rosa I. Saez, Jasmine Regourd, Paul V. Santacroce, Jeffery T. Davis, et al. 2007. "Chloride anion transport and copper-mediated DNA cleavage by C-ring functionalized prodigiosenes." Chemical Communications: 2701-2703.
    A new class of prodigiosenes with stability-enhancing functionalities appended to the C-ring were found to transport chloride anions through liposomal membranes, as well as to induce copper-mediated DNA cleavage.
  • Cl-BODIPYs: a BODIPY class enabling facile beta-substitution 

    Lundrigan, Travis, Sarah M. Crawford, T. Stanley Cameron, and Alison Thompson. 2012. "Cl-BODIPYs: a BODIPY class enabling facile beta-substitution." Chemical Communications 48(7): 1003-1005.
    Cl-BODIPYs, synthesized in high yields from dipyrrins under air- and moisture-free conditions, are extremely facile to substitution at boron compared to their corresponding F-BODIPYs, opening up a new route to BODIPYs ...
  • Conversion of F-BODIPYs to Cl-BODIPYs: Enhancing the Reactivity of F-BODIPYs 

    Lundrigan, Travis, and Alison Thompson. 2013. "Conversion of F-BODIPYs to Cl-BODIPYs: Enhancing the Reactivity of F-BODIPYs." Journal of Organic Chemistry 78(2): 757-761.
    A new method for the synthesis of Cl-BODIPYs from F-BODIPYs is reported, merely requiring treatment of the F-BODIPY with boron trichloride. Cl-BODIPYs are exploited as synthetic intermediates generated in situ for the ...
  • Decarboxylative Arylation of Substituted Pyrroles N-protected with 2-(Trimethylsilyl) ethoxymethyl (SEM) 

    Figliola, C., Greening, S. M., Lamont, C., Groves, B. R., & Thompson, A. (2018). Decarboxylative arylation of substituted pyrroles N-protected with 2-(trimethylsilyl) ethoxymethyl (SEM). Canadian Journal of Chemistry, 96(6), 534-542. doi: https://doi.org/10.1139/cjc-2017-0402
    Palladium-catalyzed decarboxylative arylation is reported using pyrroles N-protected with the 2-(trimethylsilyl) ethoxymethyl (SEM) group and featuring 2-, 3- and 4-substituents about the pyrrolic framework. In contrast ...
  • Deuteration and Tautomeric Reactivity of the 1-Methyl Functionality of Free-base Dipyrrins 

    Groves, B. R., Cameron, T. S., & Thompson, A. (2017). Deuteration and tautomeric reactivity of the 1-methyl functionality of free-base dipyrrins. Organic & biomolecular chemistry, 15(37), 7925-7935. DOI: 10.1039/C7OB01278K
    Regioselective reactivity of the 1-methyl group of free-base dipyrrins is explored, including discussion of tautomerism to provide exocyclic alkenyl reactivity. Deuterium is installed such as to generate dipyrrins substituted ...
  • Eight-Membered Ring-Containing Jadomycins: Implications for Non-enzymatic Natural Products Biosynthesis 

    Published version: Robertson AW, Martinez-Farina CF, Smithen DA, Yin H, Monro S, Thompson A, McFarland SA, Syvitski RT, Jakeman DJ. (2015). Eight-Membered Ring-Containing Jadomycins: Implications for Non-enzymatic Natural Products Biosynthesis. Journal of the American Chemical Society, 137, 3271-3275. doi: 10.1021/ja5114672
  • The first series of alkali dipyrrinato complexes 

    Ali, Adeeb Al-Sheikh, Judy Cipot-Wechsler, Sarah M. Crawford, Omar Selim, et al. 2010. "The first series of alkali dipyrrinato complexes." Canadian Journal of Chemistry-Revue Canadienne De Chimie 88(8): 725-735.
    The first series of alkali dipyrrinato complexes is reported, encompassing lithium, sodium, and potassium salts of meso-unsubstituted and meso-aryl-substituted derivatives. By varying the substituents at the meso position, ...
  • Heteroleptic zinc dipyrromethene complexes 

    Amiri, A., IM Comeau, and A. Thompson. 2006. "Heteroleptic zinc dipyrromethene complexes." Journal of Heterocyclic Chemistry 43(2): 431-435.
    H-1 NMR spectroscopy has been used to study the complexation of a per-alkyl dipyrromethene with zinc acetate. An intermediate, assigned to be the heteroleptic Zn(dipyrromethene) (acetate) complex, is observed under titration ...
  • An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and Bis(dipyrrin)s 

    Lundrigan, T., Baker, A. E., Longobardi, L. E., Wood, T. E., Smithen, D. A., Crawford, S. M., ... & Thompson, A. (2012). An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and Bis (dipyrrin) s. Organic letters, 14(8), 2158-2161. DOI: 10.1021/ol300681w
    An improved methodology for the synthesis of F-BODIPYs from dipyrrins and bis(dipyrrin)s is reported. This strategy employs lithium salts of dipyrrins as intermediates that are then treated with only one equivalent of boron ...
  • Influence of B-Ring Modifications on Proton Affinity, Transmembrane Anion Transport and Anti-Cancer Properties of Synthetic Prodigiosenes 

    Marchal, E., Rastogi, S., Thompson, A., & Davis, J. T. (2014). Influence of B-ring modifications on proton affinity, transmembrane anion transport and anti-cancer properties of synthetic prodigiosenes. Organic & biomolecular chemistry, 12(38), 7515-7522. doi: 10.1039/c4ob01399a.
    Prodigiosin is the parent compound of the tripyrrolic natural products known as the prodigiosenes. Some of these natural products and their synthetic analogs show anti-cancer, immunosuppressive and antimicrobial actions, ...
  • Intramolecular nucleophilic displacement of halogen by phosphinate and thiophosphinate anions: relative rates of formation of five- and six-membered rings 

    Chaudhry, A., MJP Harger, P. Shuff, and A. Thompson. 1999. "Intramolecular nucleophilic displacement of halogen by phosphinate and thiophosphinate anions: relative rates of formation of five- and six-membered rings." Journal of the Chemical Society-Perkin Transactions 1: 1347-1352.
    No abstract available.
  • Intramolecular Nucleophilic-Substitution by Phosphinate and Thiophosphinate Anions - Relative Rates of Formation of 5-Membered and 6-Membered Rings 

    CHAUDHRY, A., MJP HARGER, P. SHUFF, and A. THOMPSON. 1995. "Intramolecular Nucleophilic-Substitution by Phosphinate and Thiophosphinate Anions - Relative Rates of Formation of 5-Membered and 6-Membered Rings." Journal of the Chemical Society-Chemical Communications: 83-84.
    No abstract available.
  • Investigations into the nucleophilic meso-substitution of F-BODIPYs and improvements to the synthesis of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene. 

    Crawford, Sarah M., and Alison Thompson. 2011. "Investigations into the nucleophilic meso-substitution of F-BODIPYs and improvements to the synthesis of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene." Heterocycles 83(2): 311-322.
    A series of three F-BODIPYs, with varying levels of steric crowding about the meso-position were selected to investigate nucleophilic meso-substitution of F-BODIPYs. The synthesis of one of these F-BODIPYs, 4,4-difluor ...
  • Investigations regarding the utility of prodigiosenes to treat leukemia 

    Smithen, Deborah A., A. Michael Forrester, Dale P. Corkery, Graham Dellaire, et al. 2013. "Investigations regarding the utility of prodigiosenes to treat leukemia." Organic & Biomolecular Chemistry 11(1): 62-68.
    Prodigiosenes, possessing a 4-methoxypyrrolyldipyrrin skeleton, are known for their anti-cancer activity. Structural modification of the C-ring resulted in a series of prodigiosenes that displayed promising activity against ...