Now showing items 1-20 of 84

  • Amido-Functionalized Prodigiosenes: Synthesis and Anticancer Properties. 

    Saez Diaz, Rosa I., Sarah M. Bennett, and Alison Thompson. 2009. "Amido-Functionalized Prodigiosenes: Synthesis and Anticancer Properties.." ChemMedChem 4(5): 742-745.
    Amido-functionalized prodigiosin-derived compds., such as I [R = Ph, CH2Ph, CH2CH:CH2, CH2Me, CMe3], were synthesized via a robust and efficient synthetic route. These compds. were then evaluated against 60 human cell lines ...
  • 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 ...
  • Synthesis and anti-cancer activity of C-ring-functionalized prodigiosin analogues 

    Regourd, Jasmine, Adeeb Al-Sheikh Ali, and Alison Thompson. 2007. "Synthesis and anti-cancer activity of C-ring-functionalized prodigiosin analogues." Journal of medicinal chemistry 50(7): 1528-1536.
    Prodigiosin is the parent member of the 4-methoxypyrrolyldipyrromethene family of natural products and is known for its anti-cancer activity. A new series of analogues was synthesized, incorporating pendent functional ...
  • One-Pot Synthesis of Asymmetric Annulated Bis(pyrrole)s 

    Smithen, Deborah A., T. Stanley Cameron, and Alison Thompson. 2011. "One-Pot Synthesis of Asymmetric Annulated Bis(pyrrole)s." Organic letters 13(21): 5846-5849.
    Condensation of activated functionalized pyrroles with acetone results in asymmetric bis(pyrrole)s, formed via ring annulation. The methodology Is somewhat general and can be applied to a variety of ketones, as well as to ...
  • Use of F-BODIPYs as a Protection Strategy for Dipyrrins: Optimization of BF2 Removal 

    Smithen, Deborah A., Alexander E. G. Baker, Matthew Offman, Sarah M. Crawford, et al. 2012. "Use of F-BODIPYs as a Protection Strategy for Dipyrrins: Optimization of BF2 Removal." Journal of Organic Chemistry 77(7): 3439-3453.
    We recently reported the first general method for the deprotection of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) involving a microwave-assisted procedure for the removal of the BF2 moiety, and liberation of ...
  • A reassessment of the transition-metal free Suzuki-type coupling methodology. 

    , , and Alison Thompson. 2005. "A reassessment of the transition-metal free Suzuki-type coupling methodology.." Chemtracts 18(4): 246-250.
    A review. The mechanism of microwave-promoted Suzuki-type reactions that proceed without the addn. of palladium was investigated, and detd. optimal reaction conditions. The Suzuki reaction, a palladium-catalyzed carbon-carbon ...
  • One-pot synthesis of asymmetric annulated bis(pyrrole)s [Erratum to document cited in CA155:535910]. 

    Smithen, Deborah A., T. Stanley Cameron, and Alison Thompson. 2012. "One-pot synthesis of asymmetric annulated bis(pyrrole)s [Erratum to document cited in CA155:535910].." Organic letters 14(5): 1362.
    On page 5848, Compd. 7 contained an incorrect structure; the cor. structure is given.
  • Microwave-accelerated synthesis of benzyl 3,5-dimethyl-pyrrole-2-carboxylate 

    Regourd, Jasmine, Ian M. Comeau, Cory S. Beshara, and Alison Thompson. 2006. "Microwave-accelerated synthesis of benzyl 3,5-dimethyl-pyrrole-2-carboxylate." Journal of Heterocyclic Chemistry 43(6): 1709-1714.
    Benzyl 3,5-dimethyl-pyrrole-2-carboxylate, a very useful pyrrole in porphyrin and dipyrromethene synthesis, can be synthesized via the Knorr-type reaction, but in low yield. Alternative routes to benzyl 3,5-dimethyl-pyrr ...
  • 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, ...
  • Synthesis of heteroleptic pyrrolide/bipyridyl complexes of ruthenium(II) 

    Lundrigan, Travis, Carla L. M. Jackson, Md Imam Uddin, Lloyd A. Tucker, et al. 2012. "Synthesis of heteroleptic pyrrolide/bipyridyl complexes of ruthenium(II)." Canadian Journal of Chemistry-Revue Canadienne De Chimie 90(8): 693-700.
    The synthesis and characterization of the first heteroleptic pyrrolide/2,2'-bipyridyl complexes of ruthenium(II) are reported. Pyrroles substituted at the 2-position with X = O functionality react with Ru(bipy)(2)Cl-2.2H(2)O ...
  • 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 ...
  • Synthesis and characterisation of the unsubstituted dipyrrin and 4,4-dichloro-4-bora-3a,4a-diaza-s-indacene: improved synthesis and functionalisation of the simplest BODIPY framework 

    Groves, Brandon R., Sarah M. Crawford, Travis Lundrigan, Cherif F. Matta, et al. 2013. "Synthesis and characterisation of the unsubstituted dipyrrin and 4,4-dichloro-4-bora-3a,4a-diaza-s-indacene: improved synthesis and functionalisation of the simplest BODIPY framework." Chemical Communications 49(8): 816-818.
    An improved and scalable synthesis of the unsubstituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene framework facilitates access to the previously unreported parent dipyrrin HCl salt, as well as 4,4-dichloro-4-bora-3a,4a- ...
  • 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 ...
  • Pyrroles as antioxidants: Solvent effects and the nature of the attacking radical on antioxidant activities and mechanisms of pyrroles, dipyrrinones, and bile pigments 

    MacLean, Patricia D., Erin E. Chapman, Sarah L. Dobrowolski, Alison Thompson, et al. 2008. "Pyrroles as antioxidants: Solvent effects and the nature of the attacking radical on antioxidant activities and mechanisms of pyrroles, dipyrrinones, and bile pigments." Journal of Organic Chemistry 73(17): 6623-6635.
    The absolute rate constants, k(inh), and stoichiometric factors, n, of pyrroles, 2-methyl-3-ethylcarboxy-4,5-di-p-methoxyphenylpyrrole, 6, 2,3,4,5-tetraphenylpyrrole,7, and 2,3,4,5-tetra-p-methoxyphenylpyrrole, 8, compared ...
  • An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and Bis(dipyrrin)s 

    Lundrigan, Travis, Alexander E. G. Baker, Lauren E. Longobardi, Tabitha E. Wood, et al. 2012. "An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and Bis(dipyrrin)s." Organic letters 14(8): 2158-2161.
    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 1 equiv of boron ...
  • Synthesis, structure and properties of 1,19-disubstituted tetradehydrocorrin cobalt complexes 

    Liu, CJ, A. Thompson, and D. Dolphin. 2001. "Synthesis, structure and properties of 1,19-disubstituted tetradehydrocorrin cobalt complexes." Journal of inorganic biochemistry 83(2-3): 133-138.
    No abstract available.
  • Pyrrole protection 

    Jolicoeur, Benoit, Erin E. Chapman, Alison Thompson, and William D. Lubell. 2006. "Pyrrole protection." Tetrahedron 62(50): 11531-11563.
    No abstract available.
  • Asymmetric synthesis of mono- and dinuclear bis(dipyrrinato) complexes 

    Al-Sheikh Ali, Adeeb, Ronald E. Benson, Sascha Blumentritt, T. Stanley Cameron, et al. 2007. "Asymmetric synthesis of mono- and dinuclear bis(dipyrrinato) complexes." Journal of Organic Chemistry 72(13): 4947-4952.
    The diastereoselective syntheses of Zn(II) bis(dipyrrinato) helicates is reported, involving ligands templated by the incorporation of homochiral binol within the linker joining the two dipyrrinato units. The most ...
  • Formation of Vinylic Dipyrroles by the Deprotonation of meso-Alkyl and meso-Benzyl Dipyrrin HCl Salts 

    Ali, Adeeb Al-Sheikh, Judy Cipot-Wechsler, T. Stanley Cameron, and Alison Thompson. 2009. "Formation of Vinylic Dipyrroles by the Deprotonation of meso-Alkyl and meso-Benzyl Dipyrrin HCl Salts." Journal of Organic Chemistry 74(7): 2866-2869.
    Under basic conditions, dipyrrin salts bearing alkyl and benzyl groups at the meso-position undergo deprotonation to give vinylic dipyrroles, rather than the corresponding free-base dipyrrins. The deprotonation is reversible ...
  • 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 ...