Publications (2)6.17 Total impact
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Article: Donor–Acceptor Intermediates and Low-Bandgap Polymers by Electropolymerization of Thienoazaborines
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ABSTRACT: New low-bandgap polythiophenes (Eg 1.2 eV) with thienoquinodiimine and diphenylbithiophene alternating moieties were synthesized via electrochemical polymerization of azaborines 1a and 1b. The polymers were investigated by cyclic voltammetry (CV), differential pulse voltammetry (DPV), vis–NIR spectroelectrochemistry, and X-ray photoelectron spectroscopy (XPS). Formation of these polymers is accompanied by boron expulsion from the fused dithienoazaborine system and formation of a new C–C bonds between thiophene backbone and phenyl substituents. This finding was supported by isolating the intermediates 2 and 3 with partially deborylated structures. The optoelectronic properties of the later, investigated by UV–vis spectroscopy and CV, are controlled by the interaction between the donor (amino-substituted thiophene) and acceptor (thienoazaborine) moieties which is weak in the ground state due to twisted structure of the molecule but is enhanced in the excited state leading to large fluorescence Stokes shift.05/2011; -
Article: New azaborine-thiophene heteroacenes.
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ABSTRACT: A new class of heteroacenes containing B, N and S elements in the 22-electron aromatic nucleus has been synthesized by reaction of diaminoterthiophenes with dichlorophenylborane. Their structure was studied by X-ray crystallography and DFT calculations. UV-Vis absorption /emission spectroscopy shows high rigidity and deep-blue fluorescence of these compounds.Chemical Communications 10/2010; 46(37):7007-9. · 6.17 Impact Factor
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Institutions
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2010
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McGill University
- Department of Chemistry
Montréal, Quebec, Canada
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