The work demonstrates that the quadrupolar nature of acceptor‐donor‐acceptor pyrrolo[3,2‐b]pyrrole systems can be substantially modified via the formation of boron‐nitrogen (B−N) bonds between peripheral CN groups and B(C₆F₅)₃. This coordination enables a strong bathochromic shift of emission for both the solid crystalline state as well as in certain solvents. The B−N complex, or co‐crystal, was effectively isolated from the reaction between a pyrrolo[3,2‐b]pyrrole with two cyanophenyl moieties and tris(pentafluorophenyl)borane (TPFB), which were mixed in non‐polar solvents or prepared via liquid‐assisted solid‐state synthesis in a ball mill. An investigation of the structure‐property relationship confirmed that the intermolecular B−N bond influences the bathochromic shift in the absorption and emission spectra and that crystallization‐induced emission enhancement was observed owing to the benefits of the molecular packing style and the intermolecular C−H⋅⋅⋅F interactions. The postsynthetic strategy involves hybridization of molecules on a molecular level, which should provide a variety of novel photofunctional materials.

中文翻译：

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三（五氟苯基）硼烷-吡咯并[3,2-b]吡咯杂化剂：固态结构和结晶诱导的增强发射

这项工作表明，受体-供体-受体吡咯并[3,2- b ]吡咯体系的四极性质可以通过在外围CN基团和B（C ₆ F ₅）₃。这种配位能使固态和某些溶剂中的发射发生强烈的红移。从吡咯并[3,2- b具有两个氰基苯基部分和三（五氟苯基）硼烷（TPFB）的]吡咯在非极性溶剂中混合或通过球磨机中的液相辅助固相合成制备。对结构-性质关系的研究证实，分子间B-N键影响吸收光谱和发射光谱中的红移，并且由于分子堆积方式和分子间CH-H的好处，观察到结晶诱导的发射增强⋅⋅⋅F相互作用。后合成策略涉及分子在分子水平上的杂交，这应提供各种新颖的光功能材料。