Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation
Development of the economic, environmentally friendly synthesis of amines from nitro compounds remains important and challenging. In this work, the graphene shell encapsulated none noble Ni-based catalysts were successfully designed and synthesized via an environmentally friendly method using H2O or...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
KeAi Communications Co. Ltd.
2022-03-01
|
| Series: | Green Chemical Engineering |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666952821000649 |
| _version_ | 1797976415980748800 |
|---|---|
| author | Jianguo Liu Yanpei Song Huanli Wang Longlong Ma |
| author_facet | Jianguo Liu Yanpei Song Huanli Wang Longlong Ma |
| author_sort | Jianguo Liu |
| collection | DOAJ |
| description | Development of the economic, environmentally friendly synthesis of amines from nitro compounds remains important and challenging. In this work, the graphene shell encapsulated none noble Ni-based catalysts were successfully designed and synthesized via an environmentally friendly method using H2O or EtOH as solvent. These fresh and recycling catalysts were characterized by X-ray diffraction and X-ray photoelectron spectroscopy. For the nitro compounds hydrogenation, Ni@C-600-H2O exhibits the best catalytic activity to achieve 100 mol/mol conversions of nitrobenzene and 99% selectivity of aniline under mild reaction conditions of 1.0 MPa H2 and 60 °C. Many halogen-substituted, olefin substituted nitro compounds and aliphatic nitro compounds were investigated and desired products were obtained in excellent selectivity. What is more, the catalyst had excellent stability and could be recycled 13 times without any significant loss in selectivity and activity. Furthermore, we also reported the methodology for tertiary amines synthesis using Ni-based catalyst via one-pot, cost-effective tandem combination reaction with nitrobenzene hydrogenation and amines N-methylation. |
| first_indexed | 2024-04-11T04:50:34Z |
| format | Article |
| id | doaj.art-f5035c0ff5e444d1a589e836e4cea564 |
| institution | Directory Open Access Journal |
| issn | 2666-9528 |
| language | English |
| last_indexed | 2024-04-11T04:50:34Z |
| publishDate | 2022-03-01 |
| publisher | KeAi Communications Co. Ltd. |
| record_format | Article |
| series | Green Chemical Engineering |
| spelling | doaj.art-f5035c0ff5e444d1a589e836e4cea5642022-12-27T04:40:01ZengKeAi Communications Co. Ltd.Green Chemical Engineering2666-95282022-03-01316470Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylationJianguo Liu0Yanpei Song1Huanli Wang2Longlong Ma3Key Laboratory of Energy Thermal Conversion and Control of Ministry of Education, School of Energy and Environment, Southeast University, Nanjing, 210096, China; Dalian National Laboratory for Clean Energy, Dalian, 116023, China; Corresponding author.CAS Key Laboratory of Renewable Energy, Guangdong Provincial Key Laboratory of New and Renewable Energy Research and Development, Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, Guangzhou, 510640, ChinaCAS Key Laboratory of Renewable Energy, Guangdong Provincial Key Laboratory of New and Renewable Energy Research and Development, Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, Guangzhou, 510640, ChinaKey Laboratory of Energy Thermal Conversion and Control of Ministry of Education, School of Energy and Environment, Southeast University, Nanjing, 210096, China; CAS Key Laboratory of Renewable Energy, Guangdong Provincial Key Laboratory of New and Renewable Energy Research and Development, Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, Guangzhou, 510640, China; Corresponding author.Development of the economic, environmentally friendly synthesis of amines from nitro compounds remains important and challenging. In this work, the graphene shell encapsulated none noble Ni-based catalysts were successfully designed and synthesized via an environmentally friendly method using H2O or EtOH as solvent. These fresh and recycling catalysts were characterized by X-ray diffraction and X-ray photoelectron spectroscopy. For the nitro compounds hydrogenation, Ni@C-600-H2O exhibits the best catalytic activity to achieve 100 mol/mol conversions of nitrobenzene and 99% selectivity of aniline under mild reaction conditions of 1.0 MPa H2 and 60 °C. Many halogen-substituted, olefin substituted nitro compounds and aliphatic nitro compounds were investigated and desired products were obtained in excellent selectivity. What is more, the catalyst had excellent stability and could be recycled 13 times without any significant loss in selectivity and activity. Furthermore, we also reported the methodology for tertiary amines synthesis using Ni-based catalyst via one-pot, cost-effective tandem combination reaction with nitrobenzene hydrogenation and amines N-methylation.http://www.sciencedirect.com/science/article/pii/S2666952821000649Encapsulated graphene shellNi@graphene catalystSelective hydrogenationNitro compounds |
| spellingShingle | Jianguo Liu Yanpei Song Huanli Wang Longlong Ma Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation Green Chemical Engineering Encapsulated graphene shell Ni@graphene catalyst Selective hydrogenation Nitro compounds |
| title | Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation |
| title_full | Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation |
| title_fullStr | Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation |
| title_full_unstemmed | Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation |
| title_short | Tandem synthesis of tertiary amines using graphene encapsulated Ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation |
| title_sort | tandem synthesis of tertiary amines using graphene encapsulated ni nanocatalyst via nitro compounds hydrogenation and primary amine methylation |
| topic | Encapsulated graphene shell Ni@graphene catalyst Selective hydrogenation Nitro compounds |
| url | http://www.sciencedirect.com/science/article/pii/S2666952821000649 |
| work_keys_str_mv | AT jianguoliu tandemsynthesisoftertiaryaminesusinggrapheneencapsulatedninanocatalystvianitrocompoundshydrogenationandprimaryaminemethylation AT yanpeisong tandemsynthesisoftertiaryaminesusinggrapheneencapsulatedninanocatalystvianitrocompoundshydrogenationandprimaryaminemethylation AT huanliwang tandemsynthesisoftertiaryaminesusinggrapheneencapsulatedninanocatalystvianitrocompoundshydrogenationandprimaryaminemethylation AT longlongma tandemsynthesisoftertiaryaminesusinggrapheneencapsulatedninanocatalystvianitrocompoundshydrogenationandprimaryaminemethylation |