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Saint-Louis CJ, Magill LL, Wilson JA, et al. The Synthesis and Characterization of Highly Fluorescent Polycyclic Azaborine Chromophores. J Org Chem. 2016;81(22):10955-10963doi: 10.1021/acs.joc.6b01998.
Saint-Louis, C. J., Magill, L. L., Wilson, J. A., Schroeder, A. R., Harrell, S. E., Jackson, N. S., Trindell, J. A., Kim, S., Fisch, A. R., Munro, L., Catalano, V. J., Webster, C. E., Vaughan, P. P., Molek, K. S., Schrock, A. K., & Huggins, M. T. (2016). The Synthesis and Characterization of Highly Fluorescent Polycyclic Azaborine Chromophores. The Journal of organic chemistry, 81(22), 10955-10963. https://doi.org/10.1021/acs.joc.6b01998
Saint-Louis, Carl Jacky, et al. "The Synthesis and Characterization of Highly Fluorescent Polycyclic Azaborine Chromophores." The Journal of organic chemistry vol. 81,22 (2016): 10955-10963. doi: https://doi.org/10.1021/acs.joc.6b01998
Saint-Louis CJ, Magill LL, Wilson JA, Schroeder AR, Harrell SE, Jackson NS, Trindell JA, Kim S, Fisch AR, Munro L, Catalano VJ, Webster CE, Vaughan PP, Molek KS, Schrock AK, Huggins MT. The Synthesis and Characterization of Highly Fluorescent Polycyclic Azaborine Chromophores. J Org Chem. 2016 Nov 18;81(22):10955-10963. doi: 10.1021/acs.joc.6b01998. Epub 2016 Oct 25. PMID: 27704820.
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J Org Chem. 2016 Nov 18;81(22):10955-10963. doi: 10.1021/acs.joc.6b01998. Epub 2016 Oct 25.

The Synthesis and Characterization of Highly Fluorescent Polycyclic Azaborine Chromophores.

The Journal of organic chemistry

Carl Jacky Saint-Louis, Lacey L Magill, Julie A Wilson, Andrew R Schroeder, Sarah E Harrell, Nicolle S Jackson, Jamie A Trindell, Saraphina Kim, Alexander R Fisch, Lyndsay Munro, Vincent J Catalano, Charles Edwin Webster, Pamela P Vaughan, Karen S Molek, Alan K Schrock, Michael T Huggins

Affiliations

  1. Department of Chemistry, University of West Florida , Pensacola, Florida 32514, United States.
  2. School of Medicine, University of Alabama , 1825 University Boulevard, Birmingham, Alabama 35294, United States.
  3. Department of Chemistry, University of Texas-Austin , 120 Inner Campus Dr., Austin, Texas 78712, United States.
  4. Department of Chemistry, University of Tennessee , 1420 Circle Dr., Knoxville, Tennessee 37996, United States.
  5. Department of Chemistry, University of Nevada, Reno , Reno, Nevada 89557, United States.
  6. Department of Chemistry, Mississippi State University , Mississippi State, Mississippi 39762, United States.

PMID: 27704820 DOI: 10.1021/acs.joc.6b01998

Abstract

Six new heteroaromatic polycyclic azaborine chromophores were designed, synthesized, and investigated as easily tunable high-luminescent organic materials. The impact of the nitrogen-boron-hydroxy (N-BOH) unit in the azaborines was investigated by comparison with their N-carbonyl analogs. Insertion of the N-B(OH)-C unit into heteroaromatic polycyclic compounds resulted in strong visible absorption and sharp fluorescence with efficient quantum yields. The solid-state fluorescence of the heteroaromatic polycyclic compounds displayed a large Stokes shift compared to being in solution. The large Stokes shifts observed offset the self-quench effect in the solid state.

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