Bicyclo[1.1.1]pentane Embedded in Porphyrinoids

被引：3

作者：

Grover, Nitika ^{[1
]}

Cheveau, Maxime ^{[1
]}

Twamley, Brendan ^{[2
]}

Kingsbury, Christopher J. ^{[1
]}

Mattern, Cornelia M. ^{[1
]}

Senge, Mathias O. ^{[1
,3
]}

机构：

[1] Univ Dublin, Trinity Biomed Sci Inst, Trinity Coll Dublin, Chair Organ Chem, 152-160 Pearse St, Dublin D02R590, Ireland

[2] Univ Dublin, Trinity Coll Dublin, Sch Chem, Dublin, Ireland

[3] Tech Univ Munich, Inst Adv Study TUM IAS, Focus Grp Mol & Interfacial Engn Organ Nanosyst, Lichtenberg Str 2a, D-85748 Garching, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 26期

基金：

爱尔兰科学基金会;

关键词：

Bicyclo[1; 1; 1]Pentane; Calix[4]Pyrrole; Grignard Reagents; Macrocycles; Porphyrinoids; ISOMER;

D O I：

10.1002/anie.202302771

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We 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 alpha beta alpha beta conformations, as observed from single-crystal X-ray diffraction analyses and 2D NMR spectroscopy.

引用

页数：5

共 34 条

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