Cargando…

Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst

Heterogeneously catalysed synthesis of primary amines by direct amination of alcohols with ammonia has long been an elusive goal. In contrast to reported Ru-based catalytic systems, we report that Ru–MgO/TiO(2) acts as an effective heterogeneous catalyst for the direct amination of a variety of alco...

Descripción completa

Detalles Bibliográficos
Autores principales: Kita, Yusuke, Kuwabara, Midori, Yamadera, Satoshi, Kamata, Keigo, Hara, Michikazu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8162067/
https://www.ncbi.nlm.nih.gov/pubmed/34094248
http://dx.doi.org/10.1039/d0sc03858j
_version_ 1783700635615494144
author Kita, Yusuke
Kuwabara, Midori
Yamadera, Satoshi
Kamata, Keigo
Hara, Michikazu
author_facet Kita, Yusuke
Kuwabara, Midori
Yamadera, Satoshi
Kamata, Keigo
Hara, Michikazu
author_sort Kita, Yusuke
collection PubMed
description Heterogeneously catalysed synthesis of primary amines by direct amination of alcohols with ammonia has long been an elusive goal. In contrast to reported Ru-based catalytic systems, we report that Ru–MgO/TiO(2) acts as an effective heterogeneous catalyst for the direct amination of a variety of alcohols to primary amines at low temperatures of ca. 100 °C without the introduction of H(2) gas. The present system could be applied to a variety of alcohols and provides an efficient synthetic route for 2,5-bis(aminomethyl)furan (BAMF), an attention-getting biomonomer. The high catalytic performance can be rationalized by the reactivity tuning of Ru–H species using MgO. Spectroscopic measurements suggest that MgO enhances the reactivity of hydride species by electron donation from MgO to Ru.
format Online
Article
Text
id pubmed-8162067
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-81620672021-06-04 Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst Kita, Yusuke Kuwabara, Midori Yamadera, Satoshi Kamata, Keigo Hara, Michikazu Chem Sci Chemistry Heterogeneously catalysed synthesis of primary amines by direct amination of alcohols with ammonia has long been an elusive goal. In contrast to reported Ru-based catalytic systems, we report that Ru–MgO/TiO(2) acts as an effective heterogeneous catalyst for the direct amination of a variety of alcohols to primary amines at low temperatures of ca. 100 °C without the introduction of H(2) gas. The present system could be applied to a variety of alcohols and provides an efficient synthetic route for 2,5-bis(aminomethyl)furan (BAMF), an attention-getting biomonomer. The high catalytic performance can be rationalized by the reactivity tuning of Ru–H species using MgO. Spectroscopic measurements suggest that MgO enhances the reactivity of hydride species by electron donation from MgO to Ru. The Royal Society of Chemistry 2020-09-03 /pmc/articles/PMC8162067/ /pubmed/34094248 http://dx.doi.org/10.1039/d0sc03858j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Kita, Yusuke
Kuwabara, Midori
Yamadera, Satoshi
Kamata, Keigo
Hara, Michikazu
Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst
title Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst
title_full Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst
title_fullStr Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst
title_full_unstemmed Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst
title_short Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst
title_sort effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous ru catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8162067/
https://www.ncbi.nlm.nih.gov/pubmed/34094248
http://dx.doi.org/10.1039/d0sc03858j
work_keys_str_mv AT kitayusuke effectsofrutheniumhydridespeciesonprimaryaminesynthesisbydirectaminationofalcoholsoveraheterogeneousrucatalyst
AT kuwabaramidori effectsofrutheniumhydridespeciesonprimaryaminesynthesisbydirectaminationofalcoholsoveraheterogeneousrucatalyst
AT yamaderasatoshi effectsofrutheniumhydridespeciesonprimaryaminesynthesisbydirectaminationofalcoholsoveraheterogeneousrucatalyst
AT kamatakeigo effectsofrutheniumhydridespeciesonprimaryaminesynthesisbydirectaminationofalcoholsoveraheterogeneousrucatalyst
AT haramichikazu effectsofrutheniumhydridespeciesonprimaryaminesynthesisbydirectaminationofalcoholsoveraheterogeneousrucatalyst