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@ARTICLE{Garain:615366,
      author       = {Garain, Swadhin and Shoyama, Kazutaka and Ginder,
                      Lea-Marleen and Sárosi, Menyhárt and Wuerthner, Frank},
      title        = {{T}he {D}elayed {B}ox: {B}iphenyl {B}isimide {C}yclophane,
                      a {S}upramolecular {N}ano-environment for the {E}fficient
                      {G}eneration of {D}elayed {F}luorescence},
      journal      = {Journal of the American Chemical Society},
      volume       = {146},
      number       = {31},
      issn         = {0002-7863},
      address      = {Washington, DC},
      publisher    = {ACS Publications},
      reportid     = {PUBDB-2024-06121},
      pages        = {22056-22063},
      year         = {2024},
      abstract     = {Activating delayed fluorescence emission in a dilute
                      solution via a non-covalent approach is a formidable
                      challenge. In this report, we propose a strategy for
                      efficient delayed fluorescence generation in dilute solution
                      using a non-covalent approach via supramolecularly
                      engineered cyclophane-based nanoenvironments that provide
                      sufficient binding strength to π-conjugated guests and that
                      can stabilize triplet excitons by reducing vibrational
                      dissipation and lowering the singlet–triplet energy gap
                      for efficient delayed fluorescence emission. Toward this
                      goal, a novel biphenyl bisimide-derived cyclophane is
                      introduced as an electron-deficient and efficient
                      triplet-generating host. Upon encapsulation of various
                      carbazole-derived guests inside the nanocavity of this
                      cyclophane, emissive charge transfer (CT) states close to
                      the triplet energy level of the biphenyl bisimide are
                      generated. The experimental results of host–guest studies
                      manifest high association constants up to 10$^4$ M$^{–1}$
                      as the prerequisite for inclusion complex formation, the
                      generation of emissive CT states, and triplet-state
                      stabilization in a diluted solution state. By means of
                      different carbazole guest molecules, we could realize
                      tunable delayed fluorescence emission in this
                      carbazole-encapsulated biphenyl bisimide cyclophane in
                      methylcyclohexane/carbon tetrachloride solutions with a
                      quantum yield (QY) of up to 15.6\%. Crystal structure
                      analyses and solid-state photophysical studies validate the
                      conclusions from our solution studies and provide insights
                      into the delayed fluorescence emission mechanism.},
      cin          = {DOOR ; HAS-User},
      ddc          = {540},
      cid          = {I:(DE-H253)HAS-User-20120731},
      pnm          = {6G3 - PETRA III (DESY) (POF4-6G3) / FS-Proposal: I-20230262
                      (I-20230262)},
      pid          = {G:(DE-HGF)POF4-6G3 / G:(DE-H253)I-20230262},
      experiment   = {EXP:(DE-H253)P-P11-20150101},
      typ          = {PUB:(DE-HGF)16},
      pubmed       = {pmid:39047068},
      UT           = {WOS:001276239900001},
      doi          = {10.1021/jacs.4c07730},
      url          = {https://bib-pubdb1.desy.de/record/615366},
}