Abstract
An energy transfer cassette was reported with energy donor (pyrene) and energy acceptor (bisindolylmaleimide) incorporated together. The pyrene and bisindolylmaleimide units are connected through carbon-nitrogen single covalent bond. The intramolecular repulsion prevents the coplanarization of pyrene and bisindolylmaleimide units, thereby forcing them act as independent chromophores centers. Upon photoexcitation, there exists highly efficient energy transfer from the pyrene (energy donor) to the bisindolylmaleimide (energy acceptor) unit predominantly through Coulombic coupling. At such a short separation, the orbital overlap (Dexter-type) interaction was completely isolated between chromophoric units by virtue of the orthogonal arrangement. Excited at 340 nm, PBM has similar emission quantum yield to bisindolylmaleimide and expanded the Stokes shift to 232 nm. Computational study for PBM was carried out based on DFT. Careful analysis of energy-minimized structure and frontier molecule orbitals support the efficient energy transfer in PBM. Favorable photophysical properties, such as efficient energy transfer, strong emission, and large Stokes shift make it an attractive functional molecule.
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