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Hydroboration of Hollow Microporous Organic Polymers: A Promising Postsynthetic Modification Method for Functional Materials
ACS Macro Letters ( IF 5.8 ) Pub Date : 2022-07-31 , DOI: 10.1021/acsmacrolett.2c00385
Sohee Bang 1 , June Young Jang 1 , Yoon-Joo Ko 2 , Sang Moon Lee 3 , Hae Jin Kim 3 , Seung Uk Son 1
Affiliation  

This work shows that hydroboration can be efficiently applied to the postsynthetic modification (PSM) of the Sonogashira-Hagihara coupling-based microporous organic polymers (MOPs). Hollow MOPs (H-MOPs) were prepared by template synthesis through the Sonogashira–Hagihara coupling of tetra(4-ethynylphenyl)methane with 1,4-diiodobenzene. The H-MOPs were used as platforms in the PSM-based functionalization. The heat-treatment of H-MOPs in the presence of a neat pinacolborane reagent resulted in the successful addition of pinacolborane groups to the internal alkynes of H-MOPs, generating H-MOPs with pinacolboranes (H-MOP-BPs). The pinacolborane moieties in the H-MOP-BP were further converted to boronic acid groups. The resultant H-MOP-BAs were used as heterogeneous organocatalysts in the CO2 fixation with epoxides to cyclic carbonates at ambient temperature (50 °C). Moreover, H-MOP-BAs could be recycled with retention of the catalytic performance in five successive reactions.

中文翻译:

中空微孔有机聚合物的硼氢化:一种有前途的功能材料合成后改性方法

这项工作表明,硼氢化可以有效地应用于基于 Sonogashira-Hagihara 偶联的微孔有机聚合物 (MOP) 的合成后修饰 (PSM)。通过四(4-乙炔基苯基)甲烷与 1,4-二碘苯的 Sonogashira-Hagihara 偶联,通过模板合成制备空心 MOP(H-MOP)。H-MOP 被用作基于 PSM 的功能化的平台。在纯频哪醇硼烷试剂存在下对 H-MOPs 进行热处理,成功地将频哪醇硼烷基团添加到 H-MOPs 的内部炔烃中,从而生成具有频哪醇硼烷的 H-MOPs (H-MOP-BPs)。H-MOP-BP 中的频哪醇硼烷部分进一步转化为硼酸基团。所得 H-MOP-BAs 用作 CO 2中的多相有机催化剂在环境温度(50°C)下用环氧化物固定成环状碳酸酯。此外,H-MOP-BAs 可以在五个连续反应中保持催化性能循环使用。
更新日期:2022-07-31
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