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Bicyclo[1.1.1]pentane Embedded in Porphyrinoids**
Angewandte Chemie Pub Date : 2023-03-29 , DOI: 10.1002/ange.202302771
Nitika Grover 1 , Maxime Cheveau 1 , Brendan Twamley 2 , Christopher J. Kingsbury 1 , Cornelia M. Mattern 1 , Mathias O. Senge 1, 3
Affiliation  

AbstractWe report a two‐step approach to obtain synthetically versatile bicyclo[1.1.1]pentane (BCP) derivatives using Grignard reagents. This method allows the incorporation of BCP units in tetrapyrrolic macrocycles and the synthesis of a new class of calix[4]pyrrole analogues by replacing two bridging methylene groups with two BCP units. In addition, a doubly N‐confused system was also formed in the presence of electron‐withdrawing substituents at the BCP bridgeheads. The pyrrole rings in BCP containing macrocycles exist in 1,3‐alternate or αβαβ conformations, as observed from single‐crystal X‐ray diffraction analyses and 2D NMR spectroscopy.

中文翻译:

双环[1.1.1]戊烷嵌入卟啉**

摘要我们报告了一种使用格氏试剂获得合成多功能双环[1.1.1]戊烷(BCP)衍生物的两步方法。该方法允许将 BCP 单元掺入四吡咯大环中,并通过用两个 BCP 单元替换两个桥连亚甲基来合成一类新的杯[4]吡咯类似物。此外,在BCP桥头处存在吸电子取代基的情况下,也形成了双N混淆体系。从单晶 X 射线衍射分析和 2D NMR 光谱中观察到,含有大环的 BCP 中的吡咯环以 1,3-交替或 αβαβ 构象存在。
更新日期:2023-03-29
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