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杂多酸铱催化嘌呤碱基的间位 C-H 溴化反应。

meta-C-H Bromination on Purine Bases by Heterogeneous Ruthenium Catalysis.

机构信息

Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.

Institut für Materialphysik, Georg-August-Universität Göttingen, Friedrich-Hund-Platz 1, 37077, Göttingen, Germany.

出版信息

Angew Chem Int Ed Engl. 2017 Feb 1;56(6):1557-1560. doi: 10.1002/anie.201609014. Epub 2017 Jan 3.

Abstract

Methods for positionally selective remote C-H functionalizations are in high demand. Herein, we disclose the first heterogeneous ruthenium catalyst for meta-selective C-H functionalizations, which enabled remote halogenations with excellent site selectivity and ample scope. The versatile heterogeneous Ru@SiO catalyst was broadly applicable and could be easily recovered and reused, which set the stage for the direct fluorescent labeling of purines. In contrast to palladium, rhodium, iridium, or cobalt complexes, solely the ruthenium catalysis manifold provided access to meta-halogenated purine derivatives, illustrating the unique power of ruthenium C-H activation catalysis.

摘要

方法的位置选择性远程 C-H 功能化需求很高。本文首次报道了用于间位选择性 C-H 功能化的非均相钌催化剂,该催化剂实现了远程卤化,具有极好的位置选择性和广泛的适用范围。多功能非均相 Ru@SiO2 催化剂具有广泛的适用性,易于回收和再利用,为嘌呤的直接荧光标记奠定了基础。与钯、铑、铱或钴配合物相比,只有钌催化途径可以获得间位卤代嘌呤衍生物,这说明了钌 C-H 活化催化的独特作用。

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