Synthesis and electronic properties of torsionally constrained blue-emissive triphenylamine-pyridine chromophores

A series of triphenylamine-pyridine chromophores is readily synthesized by bromine-lithium exchange borylation-Suzuki (BLEBS) sequence in moderate to good yields. Their electronic properties were studied by absorption and emission spectroscopy as well as quantum chemical calculations. The title compounds reveal deep-and sky-blue emission in solution and in the solid state. Structure-property relations were studied by Hammett correlations. Small FWHM (full width at half maximum) values indicate clear color impressions. Furthermore, these compounds exhibit positive solvatochromism and acidochromism. For one compound dual emission presumably caused by a TICT state is observed.

Automated summary

A series of triphenylamine-pyridine chromophores were synthesized by bromine-lithium exchange borylation-Suzuki sequence with moderate to good yields. The electronic properties of these compounds were studied using absorption and emission spectroscopy, as well as quantum chemical calculations. The compounds exhibited deep- and sky-blue emission in solution and in the solid state. Hammett correlations were used to investigate the structure-property relationship. The compounds showed clear color impressions with small FWHM values. Additionally, they displayed positive solvatochromism and acidochromism, and one compound exhibited dual emission possibly due to a TICT state.