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硅胶负载的可回收钯配合物树枝状大分子催化分子内环羰基化反应合成大环(12 - 18元)化合物

Synthesis of large ring macrocycles (12-18) by recyclable palladium-complexed dendrimers on silica gel catalyzed intramolecular cyclocarbonylation reactions.

作者信息

Lu Shui-Ming, Alper Howard

机构信息

Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, Ottawa, Ontario, K1N 6N5, Canada.

出版信息

Chemistry. 2007;13(20):5908-16. doi: 10.1002/chem.200601724.

DOI:10.1002/chem.200601724
PMID:17444546
Abstract

Intramolecular cyclocarbonylation reactions with palladium-complexed dendrimers on silica gel as catalysts are very effective for the synthesis of twelve- to eighteen-membered ring macrocycles. This process can tolerate a wide variety of functional groups, including halide, ether, ketone, and ester. The heterogeneous dendritic catalysts facilitate excellent substrate reactivity, affording oxygen-, nitrogen-, or sulfur-containing tricyclic heterocycles in 70-92 % yields. Importantly, these systems are easily recovered by simple filtration and reused several times with only a slight loss of activity.

摘要

以硅胶负载钯络合树枝状聚合物为催化剂的分子内环羰基化反应,对于十二元至十八元环大环化合物的合成非常有效。该过程能够耐受多种官能团,包括卤化物、醚、酮和酯。多相树枝状催化剂具有优异的底物反应活性,能以70% - 92%的产率得到含氧、氮或硫的三环杂环化合物。重要的是,这些体系通过简单过滤即可轻松回收,并能重复使用多次,活性仅有轻微损失。

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Synthesis of large ring macrocycles (12-18) by recyclable palladium-complexed dendrimers on silica gel catalyzed intramolecular cyclocarbonylation reactions.硅胶负载的可回收钯配合物树枝状大分子催化分子内环羰基化反应合成大环(12 - 18元)化合物
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Nanomaterials (Basel). 2020 Dec 24;11(1):19. doi: 10.3390/nano11010019.
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Synthesis of tetrahydropyran/tetrahydrofuran-containing macrolides by palladium-catalyzed alkoxycarbonylative macrolactonizations.钯催化的烷氧羰基化大环内酯化反应合成含四氢吡喃/四氢呋喃的大环内酯类化合物
Angew Chem Int Ed Engl. 2014 Jun 16;53(25):6519-22. doi: 10.1002/anie.201403006. Epub 2014 May 13.