Synthesis, structure and anion binding properties of 1,8-bis(dimesitylboryl)anthracene and its monoborylated analog. uri icon

abstract

  • Two boranes, 1-(dimesitylboryl)anthracene (1) and 1,8-bis(dimesitylboryl)anthracene (2), have been synthesized with the spectrophysical properties showing how the inclusion of one or two boron atoms progressively perturbs the -system of the anthracene backbone. This perturbation is caused by conjugation of the anthracene-* orbital with the vacant p-orbital on boron. Additionally, both 1 and 2 have a high affinity for fluoride and cyanide anions which are complexed in a 1:1 guest-host ratio. The mono-borane 1 is particularly well-suited for cyanide binding, displaying a binding constant of 3 107 in THF. Furthermore, as a result of their unique electronic structures, these boranes display a fluorescence response to fluoride anion characterized by a blue shift in the case of 1 and a red shift in the case of 2.

published proceedings

  • Dalton Trans

author list (cited authors)

  • Teerasarunyanon, R., Wilkins, L. C., Park, G., & Gabbai, F. P.

citation count

  • 5

complete list of authors

  • Teerasarunyanon, Ratanakorn||Wilkins, Lewis C||Park, Gyeongjin||Gabbaiï, François P

publication date

  • October 2019