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五氟丙烷异构体在纳米级氯氟化铝上的活化:加氢脱氟与脱氢脱氟

Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination.

作者信息

Kervarec Maëva-Charlotte, Braun Thomas, Ahrens Mike, Kemnitz Erhard

机构信息

Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Straße 2, 12489 Berlin, Germany.

出版信息

Beilstein J Org Chem. 2020 Oct 23;16:2623-2635. doi: 10.3762/bjoc.16.213. eCollection 2020.

Abstract

The hydrofluorocarbon 245 isomers, 1,1,1,3,3-pentafluoropropane, 1,1,1,2,2- pentafluoropropane, and 1,1,1,2,3-pentafluoropropane (HFC-245fa, HFC-245cb, and HFC-245eb) were activated through C-F bond activations using aluminium chlorofluoride (ACF) as a catalyst. The addition of the hydrogen source EtSiH is necessary for the activation of the secondary and tertiary C-F bonds. Multiple C-F bond activations such as hydrodefluorinations and dehydrofluorinations were observed, followed by hydroarylation and Friedel-Crafts-type reactions under mild conditions.

摘要

氢氟烃245的异构体,1,1,1,3,3 - 五氟丙烷、1,1,1,2,2 - 五氟丙烷和1,1,1,2,3 - 五氟丙烷(HFC - 245fa、HFC - 245cb和HFC - 245eb)通过使用氯氟化铝(ACF)作为催化剂的C - F键活化反应被活化。添加氢源EtSiH对于仲碳和叔碳C - F键的活化是必要的。观察到了多种C - F键活化反应,如加氢脱氟和脱氢脱氟反应,随后在温和条件下发生了氢芳基化反应和傅克型反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f40f/7590627/fb6a9e4d78ee/Beilstein_J_Org_Chem-16-2623-g002.jpg

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