Browsing Thompson, Alison by Issue Date

Now showing items 1-20 of 57

  • BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties. Postprint 

    BODIPYs with Chalcogenophenes at Boron: Synthesis and Properties Jacob W. Campbell, Matthew T. Tung, Katherine N. Robertson, Andrew A. Beharry, and Alison Thompson The Journal of Organic Chemistry Article ASAP DOI: 10.1021/acs.joc.3c00708
    Reported herein are the synthesis and characterization of BODIPYs bearing heterocycles at boron. To synthesize this series, various chalcogenophenes (furan, thiophene, selenophene, and tellurophene) were lithiated and then ...

  • Synthesis of sulfenyl dipyrroles via reaction of a-free pyrroles with thionyl chloride 

    Beh, Michael H. R.; Smith, Craig D.; Robertson, Katherine N.; and Thompson, Alison. (2020). Synthesis of sulfenyl dipyrroles via reaction of a-free pyrroles with thionyl chloride. Canadian Journal of Chemistry,

  • Synthesis, properties and reactivity of BCl2 aza-BODIPY complexes and salts of the aza-dipyrrinato scaffold 

    Diaz-Rodriguez, R. M., Burke, L., Robertson, K. N., & Thompson, A. (2020). Synthesis, properties and reactivity of BCl 2 aza-BODIPY complexes and salts of the aza-dipyrrinato scaffold. Organic & Biomolecular Chemistry, 18(11), 2139-2147.
    The synthesis and characterisation of the BCl2-chelated complexes of both archetypal aza-dipyrrin sub- types are presented. A stepwise halogen exchange, leading to a mixed-halide Cl–B–F intermediate, is implicated in the ...

  • 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 ...

  • 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, 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 ...

  • 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 ...

  • Step-wise synthetic approach is necessary to access g-conjugates of folate: folate-conjugated prodigiosenes 

    Despite the vast literature that describes reacting folic acid with a pharmacophore, this route is ineffective in providing the correct regioisomer of the resulting conjugate. We herein present a step-wise route to the ...

  • 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 ...

  • The Photodecarboxylation of Substituted Naphthylmethyl Arylacetate Esters: Synthesis of Naphthylarylethanes 

    Hilborn, James W., Moya-Barrios, Reinaldo, Thompson, Alison. (2019). The Photodecarboxylation of Substituted Naphthylmethyl Arylacetate Esters: Synthesis of Naphthylarylethanes. ACS Publication (pre-publication).
    The synthesis of naphthylarylethanes via the photodecarboxylation of naphthylmethyl arylacetate esters is reported where the aryl group is able to stabilize a charge transfer reaction. The reaction proceeds via intramolecular ...

  • Synthesis and reactivity of 2-thionoester pyrroles: a route to 2-formyl pyrroles 

    Kim, Min Joon; Gaube, Sophie M.; Beh, Michael H. R.; Smith, Craig D.; Thompson, Alison. (2019). RSC Advances.
    2-Functionalised pyrroles exhibit considerable synthetic utility. Herein, the synthesis and reactivity of 2-thionoester (-C(S)OR) pyrroles is reported. 2-Thionoester pyrroles were synthesized using a Knorr-type approach ...

  • 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 ...

  • 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

  • Synthesis and Characterization of Pyrrolyldipyrrin F-BODIPYs 

    Greening, S. M., Robertson, K. N., & Thompson, A. (2018). Synthesis and characterization of pyrrolyldipyrrin F-BODIPYs. Photochemical & Photobiological Sciences, 17(1), 89-98. DOIO: 10.1039/C7PP00341B
    A series of synthetic analogs of the tripyrrolic natural product prodigiosin were complexed with boron trifluoride to generate the corresponding F-BODIPYs. The maximum wavelengths of absorption and emission of the ...

  • Photo-induced Anticancer Activity and Singlet Oxygen Production of Prodigiosenes 

    Savoie, H., Figliola, C., Marchal, E., Crabbe, B. W., Hallett-Tapley, G. L., Boyle, R. W., & Thompson, A. (2018). Photo-induced anticancer activity and singlet oxygen production of prodigiosenes. Photochemical & Photobiological Sciences, 17(5), 599-606. DOI: 10.1039/C8PP00060
    The photo-induced cytotoxicity of prodigiosenes is reported. One prodigiosene represents a synthetic analogue of the natural product prodigiosin, and two are conjugated to molecules that target the estrogen receptor (ER). ...

  • Regioselective Substituent Effects upon the Synthesis of Dipyrrins from 2-Formyl Pyrroles 

    Regioselective Substituent Effects upon the Synthesis of Dipyrrins from 2-Formyl Pyrroles. Beh, M.H.R.; Figliola, C.; Lund, K-l. A.R.; Kajetanowicz, A.K.; Johnsen, A.E.; Aronitz, E.M.; Thompson, A. Can. J. Chem. 2018, 96, 779-784, special issue to honour Dalhousie’s 200th anniversary (NSERC). https://doi.org/10.1139/cjc-2017-0662
    The synthesis of symmetric α-free meso-H-dipyrrin hydrobromides from 5-H-2-formyl pyrroles was investigated. The self-condensation produces regioisomeric dipyrrins through the adoption of two mechanistic pathways. The key ...

  • Synthesis and Reactivity of Aza-Dipyrrin Alkali Metal Salts 

    Synthesis and Reactivity of Aza-Dipyrrin Alkali Metal Salts. Diaz-Rodriguez, R.M.; Robertson, K.N.; Thompson, A. Chem. Commun. 2018, accepted, CC-COM-09-2018-007101.R1 (NSERC) DOI: 10.1039/C8CC07101B
    We report the lithium, sodium and potassium salts of aza-dipyrrins and detail their use as anionic aza-dipyrrinato ligand sources in complexation. Of the three types of alkali salts studied, those of lithium are found to ...

  • Synthesis and Photobiological Activity of Ru(II) Dyads Derived from Pyrrole-2-Carboxylate Thionoesters 

    Deborah A. Smithen, Huimin Yin, Michael H. R. Beh, Marc Hetu, T. Stanley Cameron, Sherri A. McFarland,*and Alison Thompson. (2017). Inorganic Chemistry, 56, 4121-4132. DOI: 10.1021/acs.inorgchem.7b00072

  • Synthesis and Anticancer Activity of Prodigiosenes bearing C-Ring Esters and Amides 

    Published version: Lund, K., Figliola, C., Kajetanowicz, A. & Thompson, A. (2017) Synthesis and Anticancer Activity of Prodigiosenes bearing C-Ring Esters and Amides, RSC Advances, 50 (7), 18617. doi: 10.1039/c7ra01628j

  • 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)