Skene Group - Groupe Skene

 

 

Home

Research

Group Members

Publications

Positions Available

Teaching

e-Periodicals

Useful Links

Contact

Curriculum Vitae

Pictures

Publications

  • Barik, S. Skene, W.G.* “Turning-on the Quenched Fluorescence of Azomethines via Structural Modifications” Eur. J. Org. Chem., in press (2013).
  • Sicard, L., Navarathne, D., Skalski, T., Skene, W.G.* “On-Substrate Preparation of An Electroactive Conjugated Polyazomethine from Solution Processable Monomers and Its Application in Electrochromic Devices”, Adv. Funct. Mater., in press (2013).
  • Mallet, C., Le Borgne, M., Starck, M., Skene, W.G.* “Unparalleled fluorescence of a polyazomethine prepared from the self-condensation of an automer and its potential use as a fluorimetric sensor for explosive detection”, Polym. Chem. 4, 250-254 (2013).
  • Fourati, M.A., Skene, W.G.,* Bazuin C.G.,* Prud’homme, R.E.* “Photophysical and Electrochemical Investigations of the Fluorescent Probe, 4,4′-Bis(2-benzoxazolyl)stilbene” J. Phys. Chem. A, 117, 836-844 (2013).
  • Bolduc, A., Mallet, C., Skene. W.G.* “Survey of Recent Advances of p-Conjugated Heterocyclic Azomethines As Materials With Tuneable Properties” Sci. China Chem., 56, 3-23 (2013). (Invited review)
  • Robert, P., Bolduc, A., Skene, W.G.*Oligofluorenes as Polymeric Model Compounds for Providing Insight into the Triplets of Ketone and Ketylimine Derivatives”, J. Phys. Chem. A., 116, 9305-9314 (2012).
  • Işık, D., Santato, C.,* Barik, S., Skene. W.G.,*Charge-Carrier Transport in Thin Films of p-Conjugated Thiopheno-AzomethinesOrg. Electronics, 3, 3022–3031 (2012).
  • Dong, Y., Navarathne, D., Bolduc, A., McGregor, N., and Skene, W.G.* “α′-N-Boc Substituted Bi- and Terthiophenes – Fluorescent Precursors for Functional Materials” J. Org. Chem., 77, 5429–5433 (2012).
  • Bolduc, A., Dong, Y., Guérin, A., Skene, W.G.* “Solvatochromic Investigation of Highly Fluorescent 2-Aminobithiophene Derivatives” Phys. Chem. Chem. Phys. 14, 6946-6956 (2012).
  • Barik, S., Skene, W.G.* “– Conjugated Fluorescent Azomethine Copolymers – Opto-electronic, Halochromic, and Doping Properties” Macromolecules, 45, 1165-1173 (2012).
  • Bolduc, A., Dufresne, S., Skene, W.G.* “Chemical Doping of EDOT Azomethine Derivatives: Insight into the Oxidative and Hydrolytic Stability”, J. Mater. Chem., 22, 5053-5064 (2012).
  • Boluc, A., Rivier, L., Dufresne, S., Skene, W.G.* “Spectral Investigation of Conjugated Azomethines:  A Large Palette of Colors Possible with Acid and Oxidant Doping Materials Chemistry and Physics”, Mater. Chem. Phys., 132, 722-728 (2012).
  • Dufresne, S., Skene, W.G* “Optoelectronic property tailoring of conjugated heterocyclic azomethines – the effect of pyrrole, thiophene and furans”, J. Phys. Org. Chem., 25, 211-221 (2012).
  • Dufresne, S., Bolduc, A., Skene, W.G.* “Diethyl 2,5-bis[(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)methylideneamino]thiophene-3,4-dicarboxylate acetone monosolvateActa Cryst. E67, o3138 (2011).
  • Fourati, A., Maris, T., Skene, W.G.*, Bazuin, C.G.*, Prud’homme, R.E.* "Photophysical, Electrochemical and Crystallographic Investigations of the Fluorophore, 2,5-Bis(5-tert-Butyl-Benzoxazol-2-yl)thiophene", J. Phys., Chem. B, 115, 12362-12369 (2011).
  • Borozenko, O., Lau, K. L., Godin, R., Mah, W., Cosa, G.,* Skene, W.G.,* Giasson, S.* "Monitoring in Real-Time the Degrafting of Covalently Attached Fluorescent Polymer Brushes Grafted to Silica Substrates Effects of pH and Salt", Macromolecules, 44, 8177–8184 (2011).
  • McGregor, N, Pardin, C., Skene, W.G.* “Using Quenching Kinetics and Thermodynamics of Amino-Fluorophores As Empirical Tools for Predicting Boronic Acid Sensors Suitable for Use in Physiological Conditions” Aust. J. Chem., 64, 1438-1446 (2011).
  • Dufresne, S., Skene, W.G.* “Diethyl 2,5-bis[(E)-1H-pyrrol-2-ylmethyleneamino]-thiophene-3,4-dicarboxylate” Acta Cryst. E67., o2302 (2011).
  • Tshibaka, T., Bishop, S., Dufresne, S., Roche Ulliel, I., Lubell, W.D.* and Skene, W.G.* “Conjugated 4-methoxybipyrrole thiophene azomethines: synthesis, opto-electronic properties and crystallographic characterization” Chem. Eur. J. 17, 10879–10888 (2011).
  • Knipping, E., Roche Ulliel, I., Dufresne, S., McGregor, N., and Skene, W.G.* “Selective Fluorescence Turn-On of a Prefluorescent Azomethine with Zn2+Tetrahedron Lett. 52, 4358-4387, (2011).
  • Barik, S., Bishop, S., Skene, W.G.*Spectroelectrochemical and Electrochemical Investigation of a Highly Conjugated All-Thiophene Polyazomethine” Mater. Chem. Phys., 129, 529-533 (2011).
  • Barik, S., Skene, W.G.* “A fluorescent all-fluorene polyazomethine-towards soluble conjugated polymers exhibiting high fluorescence and electrochromic properties”, Polym. Chem., 2, 1091-1097, (2011).
  • Dong, Y., Bolduc, A., McGregor, N., Skene, W.G.* “Push-Pull Aminobithiophenes: Highly Fluorescent Stable FluorophoresOrg. Lett., 13, 1844-1847, (2011).
  • Dufresne, S., Skalski, T., Skene, W.G.* “Insights into the Effect of Ketylimine, Aldilimine, and Vinylene Group Attachment and Regio-substitution on the Fluorescence Deactivation of Fluorene” Special Issue for J.C. Scaiano, Can. J. Chem., 89, 173-180 (2011).
  • Barik, S., Skene, W. G.* “Selective Chain-End Postpolymerization Reactions and Property Tuning of a Highly Conjugated and All-Thiophene Polyazomethine.” Macromolecules, 43, 10435-10441 (2010).
  • Dufresne, S., Skene, W. G.* “Diethyl 2-amino-5-[(E)-(1-methyl-1H-pyrrol-2-yl)methylideneamino]thiophene-3,4-dicarboxylate.” Acta Cryst., E66, o3221 (2010). 
  • Lego, B., Giasson, S.,* and Skene, W.G.* “Covalently Grafted PAA Brushes to OH-Functionalized Mica Surfaces via Surface-Initiated ATRP – Preliminary Swelling Investigation by AFM” Macromol. Symposia, 89, 65-68 (2010).

·       Bolduc, A., Lachapelle, V., and Skene, W.G.* “Reversibly Cross-linked Conjugated Polymers using Snap-Together Modules –  New Dynamic Sensors for Amine Detection” Macromol. Symposia, 297, 87-93, (2010).

·       Skene, W.G.* “Polymers and Organic Chemistry”, Macromol. Symposia, 297, xi-xii (2010).

  • Barik, S., Friedland, S., Skene, W.G.* “Understanding the reversible anodic behavior and fluorescence properties of fluorenylazomethines – a structure-property study” Can. J. Chem., 89, 945-953 (2010).
  • Borozenko, O., Giasson, S.,* and Skene, W.G.* “Direct Polymerization of Polyacrylic Acid on Mica Substrates using ATRP – A Preliminary Study” Macromol. Symposia, 297, 1-5, (2010).
  • Dufresne, S., Skene, W.G.* “Diethyl 2-amino-5-[(E)-(furan-2-ylmethylidene)amino]thiophene-3,4-dicarboxylate” Acta Cryst., E66,  o3027 (2010).
  • Lego, B., Giasson, S.,* and Skene, W.G. “Covalently Grafted PAA Brushes to OH-Functionalized Mica Surfaces via Surface-Initiated ATRP – Preliminary Swelling Investigation by AFM” Macromol. Symp., 43, 4384-4393 (2010).
  • Dufresne, S. Roche, I. U. Skalski, T.; Skene, W. G., “Insights into the Effect of the Ketylimine Group on the Fluorescence Deactivation of OligofluorenesJ. Phys. Chem. C, 114, 13106-13112 (2010).

·       Dufresne, S. Bolduc, A., Skene, W. G., “Towards materials with reversible oxidation and tuneable colours using heterocyclic conjugated azomethines” J. Mater. Chem., 20, 4861-4866 (2010).

·       Bolduc, A. Dufresne, S. Skene, W. G., “EDOT-containing azomethine: an easily prepared electrochromically active material with tuneable colors” J. Mater. Chem., 20, 4820-4826 (2010).

·       Lego, B., Skene, W. G. Giasson, S. “Swelling Study of Responsive Polyelectrolyte Brushes Grafted from Mica Substrates: Effect of pH, Salt, and Grafting Density”, Macromolecules, 43(9), 4384-4393 (2010).

·       Bolduc, A. Dufresne, S. Hanan, G. S. Skene, W. G., “Synthesis, photophysics, and electrochemistry of thiophene-pyridine and thiophene-pyrimidine dyad comonomers” Special Issue for M. Winnik, Can J. Chem., 88, 236-246 (2010).

·       Tshibaka, T., Ulliel Roche, I. Dufresne, S. Lubell, W. D. Skene, W. G., “Unsymmetric electronic push-pull bipyrroles - Synthesis, spectroelectrochemical, and photophysical investigation” J. Org. Chem., 74, 9497-9500 (2009).

·       Dufresne, S. Callaghan, L. Skene, W. G., “Conjugated Fluorenes Prepared From Azomethines Connections-II: The Effect of Alternating Fluorenones and Fluorenes on the Spectroscopic and Electrochemical Properties” J. Phys Chem. B, 113, 15541-15549 (2009).

·       Bourque, Alex N.; Dufresne, S. Skene, W. G., “Thiophene-Phenyl Azomethines with Varying Rotational Barriers: Model Compounds for Examining Imine Fluorescence Deactivation” J. Phys. Chem. C, 113, 19677-19685 (2009).

·       Dufresne, S. Perez Guarin, S. A. Bolduc, A.  Bourque, A. N.; Skene, W. G., “Conjugated fluorene-thiophenes prepared from azomethine connections. Part I. The effect of electronic and aryl groups on the spectroscopic and electrochemical properties”    Photochem. Photobiol. Sci., 8, 796-804 (2009).

·       Lego, B. Francois, M. Skene, W. G. Giasson, S. “Polymer Brush Covalently Attached to OH-Functionalized Mica Surface via Surface-Initiated ATRP: Control of Grafting Density and Polymer Chain Length” Langmuir, 25, 5313-5321 (2009).

·       Dufresne, S. Skene, W. G., “Diethyl 2-[(1-methyl-1H-pyrrol-2-yl)methyleneamino]-5-(2-thienylmethyleneamino)thiophene-3,4-dicarboxylate” Acta Cryst., E64, o782, o782/1-o782/11 (2008).

·       Dufresne, Stephane; Skene, W. G., “Unsymmetric Pyrrole, Thiophene, and Furan-Conjugated Comonomers Prepared Using Azomethine Connections: Potential New Monomers for Alternating Homocoupled Products”, J. Org. Chem., 73, 3859-3866 (2008).

·       Dufresne, S. Skene, W. G., “Diethyl 2,5-bis[(E)-2-furylmethyleneamino]thiophene-3,4-dicarboxylate”,Acta Cryst, E, E64(4), o710, o710/1-o710/13 (2008).

·       Dufresne, S. Gaultois, M. ; Skene, W. G.,   “Environmentally friendly preparation of a conjugated polyazostilbene: A photophysical and electrochemical investigation”, Opt. Mater., 30, 961-967 (2008).

·       Dufresne, S. Bourque, A. N.; Skene, W. G., “(E)-5-(2-Thienylmethyleneamino)quinolin-8-ol”, Acta Cryst, E64(1), o316, o316/1-o316/7 (2008).

·       Lego, B. Skene, W. G.; Giasson, S. “Unprecedented Covalently Attached ATRP Initiator onto OH-Functionalized Mica Surfaces”, Langmuir, 24, 379-382 (2008).

·       Dufresne, S. and Skene, W. G., “Unsymmetric Pyrrole, Thiophene, and Furan Conjugated Comonomers Prepared Using Azomethine Connections: Potential New Monomers for Alternating Homo-Coupled Products" J. Org. Chem., 73, 3859-3566 (2008).

·       Lego, B., Liberelle, B. Skene, W.G., and Giasson, S. “ATRP of Poly(tert-butyl acrylate) Brushes Covalently Grafted onto -OH Functionalized Mica Surfaces” Langmuir, 24, 379-382 (2008).

·       Dufresne, S., Gaultois, M., Skene, W.G. “Environmentally Friendly Preparation of a Conjugated Polyazostilbene: A Photophysical and Electrochemical Investigation”, Opt. Mater., 30, 961-967 (2008).

·       Dufresne, S., Bourque, A., and Skene, W.G. “(I)-5-(2-Thienylmethyleneamino)quinolin-8-ol” Acta. Cryst., E64, o317 (2008).

·       Bourgeaux, M. and Skene, W.G “Photophysics and Electrochemistry of Conjugated Oligothiophenes Prepared Using Azomethine Connections” J. Org. Chem., 72, 8882-8892 (2007).

·       Guy, J., Caron, K., Dufresne, S., Michnick, S.W., Skene, W.G., Keillor, J.W. “Convergent Preparation and Photophysical Characterization of Dimaleimide Dansyl Fluorogens: Elucidation of the Maleimide Fluorescence Quenching Mechanism” J. Am. Chem. Soc., 129, 11969-11977 (2007).

·       Dufresne, S., Hanan, G.H, and Skene, W.G. “Preparation, Photophysics, and Electrochemistry of Segmented Co-Monomers Consisting of Thiophene and Pyrimidine Units: New Monomers for Hybrid Co-Polymers” J. Phys. Chem. B, 111, 11407-11418 (2007).

·       Dufresne, S., Gaultois, M., Skene, W.G. “Disodium 5,5'-Diamino-2,2'-Ethylenedibenzenesulfonate TetrahydrateActa Cryst., E63, 11, m2714 (2007).

·       Dufresne, S., Gaultois, M., Skene, W.G. “Bis(triethylammonium) 4,4'-Diamino-trans-Stilbene-2,2'-Disulfonate” Acta Cryst., E63, 10, o3926 (2007).

·       Tsang, D., Bourgeaux, M., Skene. W.G. “Demystifying the Triplet State and the Quenching Mechanism of Self-Assembled FluorenoazomethinesJ. Photochem. Photobiol. A, 192, 122-129 (2007).

·       Hanan, G. S, M., Ioachim, E., Medlycott, E.A., Skene, W.G. “Synthesis and properties of 6,6'-dithienyl-4,4'-bipyrimidine and its hetero- and homo-leptic Ru(II) complexes” Polyhedron, 26, 4929–4935 (2007).

·       Pérez, S., Dufresne, S., Tsang, D., Sylla, A., Skene, W. G. “Photophysical, Electrochemical, and Crystallographic Investigation of Self-Assembled Conjugated Fluoreno Azomethines and Their Precursors” J. Mater. Chem., 17, 2801-2811 (2007).

·       Skene, W. G. and Pérez Guarin, S. A. “Spectral Characterization of Thiophene AcylhydrazidesJ. Fluores., 17, 540-546 (2007).

·       Bourgeaux, M., Vomscheid, S., and Skene, W. G. “Optimized Synthesis and Simple Purification of 2,5-Diamino-Thiophene-3,4-dicarboxylic Acid Diethyl Ester” Synth. Commun., 37, 20,  3551-3558 (2007).

·       Pérez Guarìn, S., Skene, W. G. “Thermal, Photophysical, and Electrochemical Characterization of a Conjugated Polyazomethine Prepared by Anodic Electropolymerization of a Thiophenoazomethine Co-Monomer” Mater. Lett., 61, 5102-5106 (2007).

·       Dufresne, S., Pérez Guarin, S., Skene, W.G. “Fluoresceinophane: 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-benzoic acid undecanoic acid” Acta Cryst., C63, o350-o352 (2007).

·       Bourgeaux, M., and Skene, W. G. “Ethyl 2-aminothiophene-3-carboxylate” Acta Cryst., E63, o1603–o1605 (2007).

·       Dufresne, S., Bourgeaux, M., Skene, W. G. “Tunable spectroscopic and electrochemical properties of conjugated push-push, push-pull and pull-pull thiopheno azomethines” J. Mater. Chem., 17, 1166-1177 (2007).

·       Pérez Guarin, S., Bourgeaux, M., Dufresne, S., Skene, W. G. “Photophysical, crystallographic, and Electrochemical Characterization of Symmetric and Unsymmetric Self-Assembled Conjugated Thiopheno Azomethines” J. Org. Chem., 72, 2631-2643 (2007).

·       Bourgeaux, M., Pérez Guarin, S., Skene, W. G. “Photophysical, crystallographic, and electrochemical characterization of novel conjugated thiopheno azomethines” J. Mater. Chem., 17, 972-979 (2007).

·       Bourgeaux, M., Skene, W. G. “A Highly Conjugated p- and n-Type Polythiophenoazomethine: Synthesis, Spectroscopic, and Electrochemical Investigation” Macromolecules, 40, 1792-1795 (2007).

·       Pérez Guarin, S. A., Tsang, D., Skene, W. G. “Spectroscopic Studies of a Fluorescent Fluoresceinophane Formed via a Practical Synthetic Route” New J. Chem., 31, 210-217 (2007).

·       Dufresne, S., Bourgeaux, M., Skene, W. G. “Diethyl 2,5-bis[(E)-thiophen-2-ylmethyleneamino]thiophene-3,4-dicarboxylate” Acta Cryst., E62, o5602-o5604 (2006).

·       Skene, W. G., Berl, V., Risler, H. Khoury, R., and Lehn, J.-M. “Selective product amplification of thymine photodimer by recognition-directed supramolecular assistance” Org. Biomol. Chem., 19, 3652-3663, (2006).

·       Bourgeaux, M., Vomscheid, S., and Skene, W. G. “A Supramolecular 2,5-Diamino-Thiophene-3,4-dicarboxylic Acid Diethyl Ester” Acta Cryst., E62, o5529-o5531 (2006).

·       Skene, W. G., Dufresne, S., Trefz, T., Simard, M. “(E)-Diethyl 2-amino-5-(2-thienylmethyleneamino)thiophene-3,4-dicarboxylate”, Acta Cryst., E62, o2382-o2384, (2006).

·       Skene, W.G and Dufresne, S. “A naphthalene--thiophene--naphthalene diazomethine triad solvated with dichloromethane”, Acta Cryst., E62, o1116-o1117, (2006).

·       Hansford, K. A., Pérez, S., Skene, W.G. and Lubell, W.D. “Bis(pyrrol-2-yl)arylenes from the Tandem Bidirectional Addition of Vinyl Grignard Reagent to Aryl DiestersJ. Org. Chem., 70, 7996-8000 (2005).

·       Skene, W. G. and Dufresne, S. “Easy One-Pot Synthesis of Energy Transfer Cassettes” Org. Lett., 6, 2949-2952 (2004).

·       Skene, W. G. and J.-M. Lehn Molecular “Dynamers I: Polyacylhydrazone Reversible Covalent Polymers-Formation And Component Exchange” Proc. Nat. Acad. Sci. USA, 101, 8270–8275 (2004).

·       Skene, W. G., Couzigné, E., Lehn, J.M. “Supramolecular Control of the Template Induced Selective Photodimerization of 4-Methyl 7-O-hexylcoumarin” Chem. Eur. J., 9, 5560-5566 (2004).

·       Skene, W.G. Scaiano, J.C., Georges, M.K., Kazmayer, P, and Listigovers, N. “Rate Constants For The Trapping Of Various Carbon Centered Radicals By Nitroxides:  Potential Novel Unimolecular Initiators For Living Free Radical Polymerization.” Macromolecules, 33, 5065-5072 (2000).

·       Skene, W.G, Scaiano, J.C., and Yap, G. P. A. “An Improved Mimetic Compound for Styrene “Living” Free Radical Polymerization.  An Initiator Containing the “Penultimate” Unit.” Macromolecules, 33, 3536-3542 (2000).

·       Skene, W.G., Connolly, T.J., and Scaiano, J.C. “Trapping of Photogenerated Group IV Radicals by TEMPO:  Potential New Organometallic Initiators For Persistent Free Radical Polymerization.” Int. J. Chem. Kin., 32, 238-244 (2000).

·       Skene, W.G., Connolly, T.J., and Scaiano, J.C. “The Thermolysis and Photochemistry of Hybrid Initiators For “Living” Free Radical Polymerizations.” Tetrahedron Lett., 40, 7297-7302 (1999).

·       Skene, W.G., Belt, S.T., Connolly, T.J., Hahn, P. and J.C. Scaiano. “Decomposition Kinetics, and Bond Dissociation Energies for Alkoxyamines of Relevance in ‘Living’ Free Radical Polymerization.” Macromolecules, 31, 9103-9105 (1998).

·       Skene, W.G., Scaiano, J.C., and Cozens, F.L. “Fluorescence from Samarium (II) Iodide and Its Electron Transfer Quenching:  Dynamics of the Reaction of Benzyl Radicals with Sm(II).” J. Org. Chem., 61, 7918-7921 (1996).

·       Skene, W.G. and Krzymien, M.E..Vapour Pressure of Tri-n-butyl Phosphate.” J. Chem. Eng. Data, 40, 394-397 (1995).