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Synthesis, post-functionalization, and photoluminescence of contorted diazaphosphepine-based polycyclic aromatic heterocycles
Dalton Transactions ( IF 3.5 ) Pub Date : 2023-06-02 , DOI: 10.1039/d3dt00958k Can Li 1 , Kai Yang 1 , Xinyu Li 1 , Shuya Wen 1 , Na Yu 1 , Yi Ren 1
Dalton Transactions ( IF 3.5 ) Pub Date : 2023-06-02 , DOI: 10.1039/d3dt00958k Can Li 1 , Kai Yang 1 , Xinyu Li 1 , Shuya Wen 1 , Na Yu 1 , Yi Ren 1
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Heteroatom-doped organic π-conjugated molecules (OCMs) have become one type of emerging optoelectronic material with intriguing functionalities. Phosphorus (P)-doped OCMs are a special member of heteroatom-doped OCMs where rich P-chemistry is able to fine-tune their optoelectronic properties. Herein, we report a new series of nonplanar diazaphosphepine-based polycyclic aromatic heterocycles (DPP-PAHs). Efficient and mild double P–N cyclization allowed one to readily incorporate two P-centers in DPP-PAHs. With nonplanar diazaphosphepine rings, DPP-PAHs exhibit contorted structures in single crystal structures. The functionalization of double P-centers by H2O2 and S8 gave DPP-PAHs with P![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
O and PS centers, respectively. Compared with the parent small molecule, the DPP-PAHs exhibit high photoluminescence quantum yields. Our experimental and theoretical studies further revealed that both P-environments and conjugated backbones have impacts on the photophysical properties of the DPP-PAHs.
中文翻译：
扭曲二氮杂膦基多环芳香杂环的合成、后官能化和光致发光
杂原子掺杂有机π共轭分子（OCM）已成为一种具有有趣功能的新兴光电材料。磷 (P) 掺杂 OCM 是杂原子掺杂 OCM 的特殊成员，其中丰富的 P 化学成分能够微调其光电特性。在此，我们报告了一系列新的非平面二氮杂膦基多环芳香杂环（DPP-PAH）。高效且温和的双 P-N 环化使人们能够轻松地将两个 P-中心掺入 DPP-PAH 中。由于具有非平面二氮杂磷杂环，DPP-PAH 在单晶结构中表现出扭曲的结构。通过 H 2 O 2和 S 8对双 P 中心进行官能化，得到具有 PO 和 P的 DPP-PAHs分别为S中心。与母体小分子相比，DPP-PAHs 表现出高光致发光量子产率。我们的实验和理论研究进一步表明，P-环境和共轭主链都会对 DPP-PAH 的光物理性质产生影响。
更新日期：2023-06-02
O and PS centers, respectively. Compared with the parent small molecule, the DPP-PAHs exhibit high photoluminescence quantum yields. Our experimental and theoretical studies further revealed that both P-environments and conjugated backbones have impacts on the photophysical properties of the DPP-PAHs.
中文翻译：
扭曲二氮杂膦基多环芳香杂环的合成、后官能化和光致发光
杂原子掺杂有机π共轭分子（OCM）已成为一种具有有趣功能的新兴光电材料。磷 (P) 掺杂 OCM 是杂原子掺杂 OCM 的特殊成员，其中丰富的 P 化学成分能够微调其光电特性。在此，我们报告了一系列新的非平面二氮杂膦基多环芳香杂环（DPP-PAH）。高效且温和的双 P-N 环化使人们能够轻松地将两个 P-中心掺入 DPP-PAH 中。由于具有非平面二氮杂磷杂环，DPP-PAH 在单晶结构中表现出扭曲的结构。通过 H 2 O 2和 S 8对双 P 中心进行官能化，得到具有 P
O 和 P的 DPP-PAHs分别为S中心。与母体小分子相比，DPP-PAHs 表现出高光致发光量子产率。我们的实验和理论研究进一步表明，P-环境和共轭主链都会对 DPP-PAH 的光物理性质产生影响。
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