Now showing items 1-20 of 56

  • 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 ...
  • Bis[Pyrrolyl Ru(II)] Triads: a New Class of Photosensitizers for Metal-Organic Photodynamic Therapy 

    Smithen, D. A., Monro, S., Pinto, M., Roque III, J. A., Diaz-Rodriguez, R. M., Yin, H., ... & Yin, H. (2020). Bis [Pyrrolyl Ru (II)] Triads: a New Class of Photosensitizers for Metal-Organic Photodynamic Therapy. doi.org/10.26434/chemrxiv.12824216.v1
    A new family of ten dinuclear Ru(II) complexes based on the bis[pyrrolyl Ru(II)] triad scaffold, where two Ru(bpy)2 centers are separated by a variety of organic linkers, was prepared to evaluate the influence of the ...
  • Bridging and Conformational Control of Porphyrin Units through Non-Traditional Rigid Scaffolds 

    Grover, Nitika; Locke, Gemma M.; Flanagan, Keith J.; Beh, Michael H. R.;Beh, Thompson, Alison; and Senge, Mathias O. (2019). Bridging and Conformational Control of Porphyrin Units through Non-Traditional Rigid Scaffolds. Chemistry: A European Journal, 26,11. https://doi.org/10.1002/chem.201904199
    Connecting two porphyrin units in a rigid linear fashion, without any undesired electron delocalization or communication between the chromophores, remains a synthetic challenge. Herein, a broad library of functionally ...
  • Bridging and Conformational Control of Porphyrin Units through Non-Traditional Rigid Scaffolds 

    Grover, N., Locke, G. M., Flanagan, K. J., Beh, M. H., Thompson, A., & Senge, M. O. (2020). Bridging and Conformational Control of Porphyrin Units through Non‐Traditional Rigid Scaffolds. Chemistry–A European Journal.
    Connecting two porphyrin units in a rigid linear fashion, without any undesired electron delocalization or communication between the chromophores, remains a synthetic challenge. Herein, a broad library of functionally ...
  • 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 ...
  • Classifying donor strengths of dipyrrinato/aza-dipyrrinato ligands 

    Diaz-Rodriguez, Roberto M., Robertson, Katherine N., and Thompson, Alison. (2019). Classifying donor strengths of dipyrrinato/aza-dipyrrinato ligands. Dalton Transactions.
    A parameter is reported by which to use 13C NMR chemical shifts to measure and predict the donor capabilities of N^N dipyrrinato and aza-dipyrrinato ligands chelating in L^X fashion. The results enable the rationalisation ...
  • 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
  • Facile Deprotection of F-BODIPYs using Methylboronic Acid 

    4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) are deprotected through removal of the –BF2 moiety upon treatment with methylboronic acid. The tolerance of various substitution patterns about the dipyrrinato core ...
  • 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 ...